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1. Ultrasound-assisted L-proline catalyzed synthesis of novel derivatives of azo-linked dihydropyridines

By Nikpassand, Mohammad; Zare, Leila; Saberi, Maryam
From Monatshefte fuer Chemie (2012), 143(2), 289-293. Language: English, Database: CAPLUS,
DOI:10.1007/s00706-011-0575-6

The ultrasound-assisted multicomponent synthesis of azo-linked dihydropyridines I (R = H, Me, Et, NO2, Cl, Br, I) from
azo-linked salicylaldehydes, dimedone, and ammonium acetate in the presence of an efficient inexpensive catalyst, l-
proline, in high yield and a short reaction time, was carried out.

~0 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

2. Color response of tri-armed azo host colorimetric sensors and test kit for fluoride
By Mahapatra, Ajit Kumar; Manna, Saikat Kumar; Sahoo, Prithidipa
From Talanta (2011), 85(5), 2673-2680. Language: English, Database: CAPLUS, DOI:10.1016/j.talanta.2011.08.040

Five new chromogenic tripodal receptors (2a-e) contg. electron withdrawing and donating groups appended to the
azophenol moiety were synthesized, characterized, and their chromogenic behaviors toward various anions were
studied. These tripodal receptors showed a distinct color change only when treated with fluoride ions in CH3CN soln.
Yet, other anions such as Cl-, Br-, I-, NO3 -, ClO4 -, AcO-, HSO4 -, and H2PO4 - could not cause any color change.
Thus, the receptors 2a-e can be used as a colorimetric chemosensor for the detn. of fluoride ion. 1H NMR expts.
were carried out to explore the nature of interaction between tripodal receptors and fluoride. Finally, anal. application
and the use of test strip of the receptor 2b to detect fluoride was also reported.

~0 Citings

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3. Synthesis of some novel antioxidant and anticorrosive additives for Egyptian gasoline motor oils
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By Hassan, H. M.; Habib, O. M. O.; Moawad, Evelin B.; El-Bana, Ghada G.; El Defrawy, A. M.
From Lubrication Science (2011), 23(3), 119-138. Language: English, Database: CAPLUS, DOI:10.1002/ls.146

2-Methyl-benzo[d][1,3]oxazin-4-one (1) was used as a key intermediate for the synthesis of different benzoxazinone
and quinazolinone derivs. In order to evaluate the applicability of the synthesized benzoxazinones and
quinazolinones as antioxidant additives for lube oil, these antioxidant additives decompd. the alkyl peroxide radicals
and/or alkyl hydrogen peroxides to produce esters, ketone and hydroxy compds. rather than carboxylic acids. The
compds. that showed antioxidant efficiency were tested as corrosion inhibitors using three types of metals: Cu, Al and
Fe.

~0 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

4. An efficient synthesis, characterization of some novel 6-(R)-phenylazocoumarin-3-carboxy(3-chloro-4-

methoxy)anilide and 2-hydroxy-5(R)-phenyl-azo-benzylidene(3-chloro-4-methoxy)aniline and their antibacterial activity
By Pareek, Alok K.; Joseph, P. E.; Seth, Daya S.
From Biomedical & Pharmacology Journal (2010), 3(1), 141-146. Language: English, Database: CAPLUS

N-(3-Chloro-4-methoxyphenyl)-6-arylazocoumarin-3-carboxamides and 4-arylazosalicyladehyde Schiff bases were

prepd. by condensation of 3,4-Cl(MeO)C6H3NHCOCH2CO2H and 4-arylazosalicyladehydes with few drops of
pyridine as a condensing agent. The constitution of the newly synthesized products has been established on the
basis of their spectral studies viz: IR, 1H NMR, elemental anal. and phys. properties as m.p, color, yield %, mol.
formula etc. and their antibacterial activity was tested against S.aureus and E.coli.

~0 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

5. Spectroscopic studies and biological evaluation of some transition metal complexes of a novel Schiff base ligands
derived from 5-arylazo-salicylaldehyde and o-aminophenol
By Refat, Moamen S.; El-Deen, Ibrahim M.; Amin, Ragab R.; El-Ghol, Samir
From Toxicological and Environmental Chemistry (2010), 92(6), 1093-1110. Language: English, Database: CAPLUS,
DOI:10.1080/02772240903252173

Cu(II), Ni(II), and Zn(II) complexes of Schiff bases 2,5-(HO)(RC6H4N:NC6H3CH:NC6H4OH-2 [R = H (HL1), 4-Me
(HL2), 2-Cl (HL3)], obtained by diazotization of RC6H4NH2, condensation with salicylaldehyde and o-aminophenol,
were prepd. and identified using elemental anal. (carbon, hydrogen, and nitrogen), molar conductance, magnetic
measurements, mass spectra, and electronic spectra. The essential bands of IR, 1HNMR, and UV-Vis spectra as well
as thermogravimetric anal. corresponding to the active groups within the three ligands and their complexes were
interpreted. The dehydration and decompn. processes of [Cu(H2L1)(H2O)](OAc)2, [Ni(H2L1)(H2O)]SO4·H2O,
[Zn(H2L1)(H2O)]SO4·H2O, [Cu(H2L2)(H2O)](OAc)2, [Ni(H2L2)(H2O)]SO4·H2O, [Zn(H2L2)(H2O)]SO4·2H2O,
[Cu(H2L3)(H2O)](OAc)2·H2O, [Ni(H2L3)(H2O)]SO4·2H2O, [Zn(H2L3)(H2O)]SO4 complexes were studied
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thermodynamically using the integral method applying the Coats-Redfern and Horowitz-Metzger equations and the
thermodn. parameters were calcd. It was found from the elemental anal. and the thermal studies, that the ligand
behaves as tridentate ligand forming chelates with 1:1 (metal:ligand) stoichiometrically. The molar conductance
measurements of the complexes in DMSO solvent indicate that the complexes have an electrolytic nature. The biol.
activities of the three ligands in comparison with metal(II) complexes were studied against different Gram pos. and
Gram neg. bacteria.

~3 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

6. A convenient route for the synthesis and characterization of novel substituted azo-coumarins and Schiff's bases
By Pareek, Alok K.; Joseph, P. E.; Seth, Daya S.
From Oriental Journal of Chemistry (2009), 25(4), 1149-1152. Language: English, Database: CAPLUS

A simple, rapid, accurate condensation of N-(2-methoxy-5-methylphenyl)malonamate with 5-

(phenylazo)salicylaldehydes was performed in the presence of pyridine as condensing agent. Structures of the
compds. were established by IR, elemental anal., and phys. properties.

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7. Synthesis and anionic recognition of azobenzene salicylaldehyde

By Zhang, Qiang; Cui, Rui; Nie, Li
From Huaxue Shiji (2009), 31(12), 1011-1014. Language: Chinese, Database: CAPLUS

Three kinds of anion receptors azobenzene Salicylaldehyde derivs. (I, R = H, p-NO2, p-CH3) were synthesized with
azobenzene and salicylaldehyde as raw materials. The interaction between hosts and guests was studied by a UV
spectrometer. The affinity and selectivity of receptors to anions were controlled or promoted by changing the
substituted groups of azobenzene. Absorption spectra of receptor I (R = p-NO2) were red shifted significantly in
acetonitrile soln. contg. CH3CO2- or F-, however, acetonitrile soln. was changed into red color from colorless, which
could be applied in the detn. of CH3CO2- and F-. The ratio of both receptor I (R = p-NO2):F- and receptor I (R = p-
NO2):CH3CO2- are ∼1:1. Hydrogen bonding between receptor I (R = p-NO2) and anions were proved by 1HNMR
spectra.
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~0 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

8. Mass spectral fragmentation pattern of some synthesized 2,5-disubstituted thiazoles

By El-Sakka, S. S.; Abubshait, S. A.; El-Deen, I. M.
From Mens Agitat (2008), 3(2), 69-78. Language: English, Database: CAPLUS

4-Arylazo-2-[(5-phenylthiazol-2-yl)hydrazinomethyl]phenols (aryl = Ph, 2-ClC6H4) were prepd. via condensation of 5-

arylazo-2-hydroxybenzaldehyde thiosemicarbazones with phenacyl bromide in the presence of fused NaOAc. 6-
Arylazo-3-(2-aminothiazol-5-yl)coumarins (I; aryl = 4-MeC6H4, 2-ClC6H4) were synthesized via the bromination of 6-
arylazo-3-acetylcoumarins with Br2 to give dibromoacetyl derivs., followed by cyclization with thiourea under reflux in
DMF. Acetylation of I with Ac2O yielded the corresponding N-acetyl derivs. (II). EI mass spectra of I and II showed a
weak mol. ion peak and a base peak of m/z 91 and 242 resulting from a cleavage fragmentation. The mol. ion of
some thiazoles is a base peak at m/z 399 and 433.

~0 Citings

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9. Spectroscopic studies and biological evaluation of some transition metal complexes of Schiff-base ligands derived
from 5-arylazo-salicylaldehyde and thiosemicarbazide
By Refat, Moamen S.; El-Deen, Ibrahim M.; Anwer, Zeinab M.; El-Ghol, Samir
From Journal of Coordination Chemistry (2009), 62(10), 1709-1718. Language: English, Database: CAPLUS,
DOI:10.1080/00958970802684205

Synthesis and spectroscopic characterization of Schiff base complexes of Cu(II), Ni(II), and Mn(II) resulting from
condensation of salicylaldehyde derivs. with thiosemicarbazide [PHBT = 1-(5-(2-phenyldiazenyl)-2-
hydroxybenzylidene)thiosemicarbazide, CHBT = 1-(5-(2-(2-chlorophenyl)diazenyl)-2-
hydroxybenzylidene)thiosemicarbazide, and MHBT = 1-(5-(2-p-tolyldiazenyl)-2-
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hydroxybenzylidene)thiosemicarbazide] are discussed. The solid complexes were confirmed by elemental anal.
(CHN), molar conductance, and mass spectra. Important IR spectral bands corresponding to the active groups in the
three ligands, 1H-NMR and UV-visible spectra and TGA were performed. The dehydration and decompn. of
[Cu(PHBT)(H2O)], [Ni(PHBT)(H2O)]·2H2O, [Mn(PHBT)(H2O)]·H2O, [Cu(CHBT)(H2O)], [Ni(CHBT)(H2O)]·H2O,
[Mn(CHBT)(H2O)]·H2O, [Cu(MHBT)(H2O)], [Ni(MHBT)(H2O)]·2H2O, and [Mn(MHBT)(H2O)]·2H2O complexes were
studied. The ligands are tridentate forming chelates with 1:1 (metal:ligand) stoichiometry. The molar conductance
measurements of the complexes in DMSO indicate nonelectrolytes. The biol. activities of the metal complexes were
studied against different gram pos. and gram neg. bacteria.

~17 Citings

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10. Synthesis of 1-(2-benzo[b]furoyl)guaiazulene derivatives

By Wang, Dao-Lin; Han, Shan; Gu, Zheng; Xu, Jiao
From Youji Huaxue (2008), 28(9), 1641-1645. Language: Chinese, Database: CAPLUS

A method for the synthesis of the title compds. [i.e., (2-benzofuranyl)[3,8-dimethyl-5-(1-methylethyl)-1-

azulenyl]methanone derivs.] is reported here. 1-(2-Benzo[b]furoyl)guaiazulene derivs. were obtained via a
condensation reaction of 3-(chloroacetyl)guaiazulene with salicylaldehyde derivs. under mild conditions in good yield.
The chloroacetylation conditions of guaiazulene with chloroacetyl chloride were discussed. All the compds. were fully
characterized by 1H NMR, IR spectra and elemental anal.

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11. Novel synthesis, characterization and IR spectral studies of new substituted phenyl azocoumarins and Schiff's
bases
By Saxena, Gunjan; Chaudhary, Arista; Naqvi, Arshi; Khan, Shahnawaz; Seth, D. S.
From Oriental Journal of Chemistry (2007), 23(2), 683-686. Language: English, Database: CAPLUS

A series of new substituted Ph azocoumarins and Schiff bases were synthesized by the condensation of synthesized
substituted Ph azosalicylaldehydes and newly synthesized malonanilic acid with pyridine as a catalyst. The prepd.
compds. were characterized by elemental analyses, color, thermal stability and IR spectra. Assignments of IR spectral
bands were made; -NH stretching, C=C stretch, N=N stretch, -OH stretch and arom. characters vibrations were
discussed. In addn. the changes in the IR spectral bands of compds. due to the substitution of different groups in their
structure were studied.

~4 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

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12. Synthesis and spectroscopic studies of some Schiff base complexes of anthranilic acid
By Refat, M. S.; El-Deen, I. M.; Ibrahim, H. K.; El-Ghool, S.
From Latvijas Kimijas Zurnals (2006), (2), 146-163. Language: English, Database: CAPLUS

The syntheses and spectroscopic and thermal studies of novel ligands- Schiff base derivs.; (H2L1 = 2-[5-phenylazo-
(2-hydroxybenzylidene)amino]benzoic acid, L2 = 2-[5-(2-chlorophenyl)azo-(2-hydroxybenzylidene)amino]benzoic acid,
L3 = 2-[5-(4-methylphenyl)azo-(2-hydroxybenzylidene)amino]benzoic acid) and their Cu(II), Mn(II), Ni(II), and Zn(II)
complexes. The Schiff bases behave as dineg. tridentate (ONO) ligands forming chelates with metal:ligand ratios of
1:1.

~0 Citings

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13. Synthesis and spectroscopic studies of some transition metal complexes of a novel Schiff base ligands derived
from 5-phenylazo-salicylaldehyde and o-aminobenzoic acid
By Refat, Moamen S.; El-Deen, Ibrahim M.; Ibrahim, Hassan K.; El-Ghool, Samir
From Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (2006), 65A(5), 1208-1220. Language:
English, Database: CAPLUS, DOI:10.1016/j.saa.2006.01.049

Cu(II), Mn(II), Ni(II), and Zn(II) metal complexes with novel heterocyclic Schiff base derived from 5-phenylazo-
salicylaldehyde derivs. and o-aminobenzoic acid were synthesized and characterized from elemental analyses,
electronic, IR, and 1H NMR spectra, and also by aid of SEM, x-ray powder diffraction, molar ratio measurements,
molar cond. measurements, and thermogravimetric analyses. The Schiff base behaves as neutral tridentate (ONO)
ligand forming chelates with 1:1 (metal:ligand) stoichiometry.

~0 Citings

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14. Synthesis and non-linear optical properties of two new tridentate mono azo Schiff-base compounds
By Sheikhshoaie, Iran; Mashhadizadeh, Mohammad Hossein; Monadi, Niaz
From Asian Journal of Chemistry (2005), 18(1), 25-32. Language: English, Database: CAPLUS

In the present work, two dissym. tridentate mono azo Schiff base ligands, 5-[(4-methylphenyl)azo]-N-[2-
(dimethylamino)ethyl]salicylaldimine and 5-[(4-nitrophenyl)azo]-N-[2-(dimethylamino)ethyl]salicylaldimine, were prepd.
by the reaction of precursor ligands with Me2N(CH2)2NH2 and characterized by FTIR, 1H NMR, 13C NMR, elemental
anal., and UV-Vis spectroscopy. In the other part of this work, some theor. calcns. were done on the structures by
semi-empirical and ab-initio methods using AM1, PM3 and MINDO/1 Hamiltonians, and the geometries of two
synthesized tridentate ligands were optimized and then the non-linear optical properties of these ligands were
characterized by theor. calcns.

~2 Citings
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Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

15. Synthesis of 2-hydroxy-5-arylazobenzaldehyde by phase transfer catalysis

By Sun, Yi-Feng; Li, Bian-Yang
From Huagong Jishu Yu Kaifa (2004), 33(6), 4-7. Language: Chinese, Database: CAPLUS

Used various arylamine as materials, a series of 2-hydroxy-5-arylazobenzaldehydes were synthesized with 53-92%
yields by phase transfer catalysis. Key factors affected on coupling reaction were studied. Their structures were
confirmed with 1HNMR, MS and elemental anal.

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16. Synthesis and characterization of two novel bidentate N,O-coordinated Schiff base compounds
By Sheikhshoaie, Iran; Mashhadizadeh, Mohammad Hosein
From Asian Journal of Chemistry (2005), 17(1), 429-433. Language: English, Database: CAPLUS

The title compds. (I and II) were prepd. by condensation of the precursor ligand with 2,6-pyridinediamine and 1,2-
diamino-1,2-ethenedicarbonitrile, resp. Dipole moments and first hyperpolarizabilities of I and II were calcd. by the
AM1 method.
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~3 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

17. Synthesis, characterization and theoretical study of the structure and second-order nonlinear optical properties of
two new Monoazo Schiff-base compounds
By Sheikhshoaie, Iran; Hossein, Mohammad; Mashhadizadeh; Saeid-Nia, Samira
From Journal of Coordination Chemistry (2004), 57(5), 417-423. Language: English, Database: CAPLUS,
DOI:10.1080/00958970410001696799

The syntheses, characterization and theor. investigation of two new monoazo Schiff-base ligands 5-[(4-
methylphenyl)azo]-N-(2'-hydroxyphenyl)salicylaldimine (SB1) and 5-[(4-nitrophenyl)azo]-N-(2'-
hydroxyphenyl)salicylaldimine (SB2) was described. AM1 semiempirical calcns. were used to study the structures,
electronic properties and second-order nonlinearity of these compds. Theor. calcns. are useful for describing the
relationship between the electronic structure of mol. systems and their nonlinear optical (NLO) response. Second-
order NLO calcns. and comparison of the NLO properties of these ligands with others reveal that the presence of an
NO2 group enhances the second-order NLO properties of the ligands.

~6 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

18. Synthesis and structural characterization of new 3-substituted-6-arylazocoumarins

By Sun, Yi-Feng; Song, Hua-Can; Sun, Xian-Zhong; Xu, Zun-Le
From Youji Huaxue (2003), 23(2), 162-166. Language: Chinese, Database: CAPLUS

A series of new azocoumarins have been synthesized in 44.1% ∼ 81.9% yields. For example, refluxing 2-hydroxy-5-
[(4-nitrophenyl)azo]benzaldehyde with di-Et malonate in EtOH in the presence of piperidine for 5 h gave 49.3% Et 6-
[(4-nitrophenyl)azo]coumarin-3-carboxylate (I). Their structures were established on the basis of IR, 1H NMR, MS and
elemental analyses. The crystal structure of I was detd. The double function of I, trans-cis isomerization of the azo
group, and the torsion angle between the benzene and the coumarin ring suggested that azocoumarins might be
useful as efficient mol. devices.

~5 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

19. Synthesis, characterization and biological studies of some bivalent metal complexes of Schiff bases derived from
aminothiazole and substituted azosalicylaldehyde
By Hankare, P. P.; Patil, R. K.; Chavan, S. S.; Jagtap, A. H.; Battase, P. S.
From Indian Journal of Chemistry, Section A: Inorganic, Bio-inorganic, Physical, Theoretical & Analytical Chemistry
(2001), 40A(12), 1326-1329. Language: English, Database: CAPLUS
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Metal complexes MLX [M = Co, Ni, Cu, Zn, Cd and Hg] were synthesized using 5-phenylazosalicylidene-4-phenyl-2-
aminothiazole (PASPAT), 5-(p-chlorophenylazosalicylidene)-4-phenyl-2-aminothiazole (PCPASPAT) and 5-(p-
tolyl)azosalicylidene-4-phenyl-2-aminothiazole (PTASPAT). The resulting complexes were characterized from their
elemental anal., IR spectra, electronic spectra, magnetic susceptibilities and molar conductance measurements. The
ligands act as monobasic tridentate ligands and the complexes appear to be four coordinate. The antibacterial
activities of the ligands and their metal complexes were screened against Escherichia coli, Bacillus subtilis, Klebsiella
pneumoniae, Pseudomonos aerogens, Salmonella paratyphi B., Staphylococcus aureus and Proteus vulgaris.

~10 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

20. Synthesis, characterization and applications of some new 5-substituted-4-thiazolidinone-2-thioxo azo derivatives
By Bajpai, Rita; Tiwari, Sanjay; Tiwari, K. S.; Tiwari, B. M. L.
From Asian Journal of Chemistry (2000), 12(4), 1199-1208. Language: English, Database: CAPLUS

4-Thiazolidinone-2-thione has been refluxed sep. with 4-(phenylazo)salicylaldehydes to give chelating 5-[5-
(phenylazo)salicylidene]-4-thiazolidinone-2-thiones. For comparison the 5-(salicylidene) deriv. has also been
explored. Their characterization has been done by chem. and spectral data. The azo derivs. have been used in
dyeing a variety of fabrics and histol. staining. All the prepd. compds. have shown distinctive antimicrobial activity
(antibacterial, antifungal and antitubercular) and are capable of acting as specific spot test and chromatog. spray
reagents. Their toxicity effect and insecticidal activity have been detd. with respect to mortality of mosquito larvae
(Culex and Anopheles sp.).

~5 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

21. Synthesis of some new phenolic azo schiff bases-part II

By Raut, A. W.; Lohakare, J. C.; Doshi, A. G.
From Asian Journal of Chemistry (2000), 12(2), 621-622. Language: English, Database: CAPLUS

P-Toluidine on diazotization gives 4-methylbenzene diazonium chloride which on condensation with salicylaldehyde
gives 2-hydroxy-5-(4-Me phenylazo) benzaldehyde. The latter on condensation with anilines gives the target compds.,
i.e., substituted phenolic azo Schiff bases.

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22. A theoretical investigation of the structure, electronic properties and second-order nonlinearity of some azo Schiff
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base ligands and their monoanions
By Jalali-Heravi, M.; Khandar, A. A.; Sheikshoaie, I.
From Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (1999), 55A(12), 2537-2544. Language:
English, Database: CAPLUS, DOI:10.1016/S1386-1425(99)00044-X

A new series of asym. salicylaldiminato Schiff base ligands has been synthesized and their structures, electronic
properties and second-order nonlinearities are investigated. Three ligands with different substituents were chosen as
models for a theor. investigation. Geometric parameters of model ligands and corresponding monoanions suggest
that the substituents have no significant effects on complex formation. The AM1 calcd. changes in the bandgap
indicate that the overall trend of variation of this parameter as a function of increase in the degree of nonplanarity is a
red-to-blue transition. The anal. of low-electronic transitions of monoanions indicates that the MO more likely to
combine with first-row transition metal orbitals is an orbital which is located on the O(2) atom. The Mulliken
populations reveal that the influence of the substituents on the population of the coordination sites is negligible. The
mol. hyperpolarizability value of model ligands were calcd. using field finite method. The ligand 4-R1-C6H4N:NC6H4-
4-OH-3-(CH:NC6H4-4-R2) (R1 = NO2, R2 = OMe) showed a good second-order nonlinear optical (NLO) property.
Although both R1 and R2 have effects on second harmonic generation (SHG) response, but R2 plays a major role in
designing of the NLO salicylaldiminiato Schiff base ligands.

~6 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

23. Synthesis and antimicrobial activity of 6-phenylazocoumarin-3-carboxyphenylamides

By Mishra, Sunil Kumar; Sharma, Shalini; Taneja, Ajay; Seth, D. S.
From Proceedings of the National Academy of Sciences, India, Section A: Physical Sciences (1998), 68(2), 129-133.
Language: English, Database: CAPLUS

Substituted coumarin derivs. were prepd. via the condensation of N-(2,5-dimethoxy)phenylmalonamic and N-(3,4-
dichloro)phenylmalonamic acids with azo salicylaldehydes and their antimicrobial activity was evaluated.

~2 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

24. Studies of azo compounds. III. UV-VIS, IR and proton NMR spectroscopic study of monoazo dyes based on
salicylaldehyde
By Issa, R. M.; El Kersh, M. M.; Gaber, M.; Abd-El Salam, I. A.
From Egyptian Journal of Chemistry (1988), 30(1), 1-10. Language: English, Database: CAPLUS

The electronic absorption spectra of the title dyes (I; X = H, NO2, Cl, OH, Me, CO2H, SO3H, COMe; n = 1,2) were
detd. in solvents of varying polarity. The variation of absorbance with pH was used to det. pKa values. The important
bands in the IR spectra and the main signals in the 1H NMR spectra were discussed in relation to mol. structure.
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~0 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

25. Studies on reactive dyes for polypropylene fiber

By Lee, Hak Ki; Lim, Yong Jin; Min, Kyung Eun; Choi, Heung Jin
From Taehan Hwahakhoe Chi (1984), 28(6), 425-32. Language: Korean, Database: CAPLUS

Lithiated tosylhydrazones of aldehyde, acetophenone and benzophenone group-contg. azo compds. with various
substituents were prepd. as carbene-forming (by heat or light) reactive dyes and used for dyeing polypropylene fiber.
Yellow and orange dyeings with good light- and washfastness were obtained. Esp. good results were obtained with I
[95259-99-7] in terms of dye buildup.

~0 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

26. Formyl azo ethers with dyeing, liquid crystalline, and pesticidal properties.
By Barbulescu, Nicolae; Moga-Gheorghe, Spiridon; Stanescu, Gratiela; Rolea, Gheorghe; Preda, Lidia
From Rom. (1981), RO 76894 A2 19810830, Language: Romanian, Database: CAPLUS

Title compds. (I; R1 = H, Cl, Me; R2 = H, Cl; R3 = Cl, Me, EtO) are manufd. by coupling salicylaldehyde (II) [90-02-8]
with a diazotized substituted aniline, following by etherification of the product with PhCH2Cl [100-44-7] in the
presence of base. Thus, 2.4 g 4-methyl-3'-formyl-4'-hydroxyazobenzene [ 38502-01-1 ] was etherified 5 h at reflux
with 1.5 g PhCH2Cl in 18 mL MeOH contg. 1.96 g K2CO3 to give 81.8% brilliant red crystals of I (R1 = R2 = H, R3 =
Me) [87730-62-9].
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~0 Citings

Copyright © 2012 American Chemical Society (ACS). All Rights Reserved.

27. Substituted 4-(phenylazo)phenyl carbamates

By Moga, Gheorghe Spiridon; Barbulescu, Nicolae; Oprea, Cornel; Stanescu, Gratiela; Rolea, Gheorghe
From Rom. (1981), RO 75852 A2 19810228, Language: Romanian, Database: CAPLUS

4-Hydroxyazobenzenes reacted with org. isocyanates and Et3N to yield carbamates I (R = CHO, CO2H; R1 = alkyl;
R2 = H, Me, OEt; R3 = H, Cl, Me), useful as insecticides, bactericides, fungicides, and anthelmintics (no data). 4-
Hydroxy-3-formyl-2'-chloroazobenzene was treated with MeNCO and Et3N in CH2Cl2 at room temp. and then at reflux
temp. to give I (R = CHO, R1 = Me, R2 = H, R3 = 2-Cl).

~0 Citings

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28. Stepwise formation constants of lanthanum(III), cerium(III), praseodymium(III) and neodymium(III) with 4-hydroxy-
3-formyl-(2'/4')-methylazobenzenes
By Warrier, K. G. K.; Pavithran, C.; Das, P. N. Mohan; Joseph, P. T.
From Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical (1976), 14A(7), 540.
Language: English, Database: CAPLUS

Stepwise formation consts. of La(III), Ce(III), Pr(III) and Nd(III) complexes with 4-hydroxy-3-formyl-(2'/4')-
methylazobenzenes (HF2MB and HF4MB) were detd. in 60 wt.% aq. EtOH at 28 ± 0.1° under N atm., using the
Calvin-Bjerrum pH titrn. technique. The order of formation consts. of the complexes is Nd(III) > Pr(III > Ge(III) >
La(III).

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29. Copper(II), nickel(II), cobalt(II), zinc(II), and cadmium(II) chelates of substituted azobenzenes
By Joseph, P. T.; Thomas, O. F.; Rawther, M. Ibrahim; Mohandas, P. N.
From Indian Journal of Chemistry (1975), 13(9), 970-1. Language: English, Database: CAPLUS

Stability consts. of the chelates of 4-hydroxy-3-formylazobenzene, 4-hydroxy-3-formyl-4'-methylazobenzene, and 4-

hydroxy-3-formyl-2'-methylazobenzene with Cu(II), Ni(II), Co(II), Zn(II) and Cd(II) were detd. in 50% dioxane H2O at
28° ± 0.1°, ionic strength 0.2M (KNO3) employing the Calvin-Bjerrum titrn. technique. Log K values follow the Irving-
Williams order and their stabilities are in the order: Zn(II) < Cu(II) > Ni(II) > Co(II) > Cd(II).

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30. Relations between chemical structure and light fastness of monoazo dispersed dyes. II
By Kamel, M.; Galil, F.; Abdel Wahab, L.; Osman, A.
From Journal fuer Praktische Chemie (Leipzig) (1971), 313(6), 1011-21. Language: English, Database: CAPLUS,
DOI:10.1002/prac.19713130604

Precondensation of p-(arylazo)salicylaldehyde dyes with NH2OH, semicarbazide, aniline, phenylhydrazine, 2,4-

dinitrophenylhydrazine, and ethylenediamine (I) generally caused increased light resistance on nylon 6 fiber, and post-
treatment of the salicylaldehyde- and of arylazoacetophenone-dyed fibers with I caused a similar increase. A similar
increase occurred on nylon 6 for salicylaldehyde azo dyes contg sulfonic acid groups and on wool for dyes derived
from 2-naphthylamine-4,8-disulfonic acid.

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31. Metal chelates of some 5-arylazosalicylaldehydes and their properties

By Ohta, Hiroshi; Nawata, Kazunari; Soejima, Chihoko; Tsumaki, Tokuichi
From Memoirs of the Faculty of Science, Kyushu University, Series C: Chemistry (1962), 5(Ser. C;No. 1), 1-12.
Language: Unavailable, Database: CAPLUS

The Cu, Co, and Ni complexes of the following were prepd.: 5-phenylazosalicylaldehyde (I), 5-(p-
tolylazo)salicylaldehyde (II), 5-(1-naphthylazo)salicylaldehyde (III), 5-(2-naphthylazo)salicylaldehyde (IV), bis(5-
phenylazosalicylidene)ethylenediamine (V), bis[5-(p-tolylazo)salicylidene]ethylenediamine (VI), bis[5-(1-
naphthylazo)salicylidene]ethylenediamine (VII), bis[5-(2-naphthylazo)salicylidene]ethylenediamine (VIII). IV-VIII have
not yet been reported. 2-Naphthylamine (14.3 g.) in 45 ml. concd. HCl and 50 ml. H2O at 0-5° is treated with 6.9 g.
NaNO2 in H2O, filtered after 1 hr., and the filtrate added to 12 g. salicylaldehyde in a mixt. of 5 g. NaOH and 20 g.
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Na2CO3 in 150 ml. H2O at 0° to give grayish-brown IV, light reddish-yellow needles, m. 200-3° (dioxane). V is prepd.
as follows: 60 mg. (H2NCH2)2 are added to an EtOH soln. of 452 mg. I. The ppt. is recrystd. from CHCl3 yielding
orange-red lustrous plates, m.p. 225°, sol. in C5H5N; sparingly sol. in EtOH, dioxane, and C6H6. VI, VII, and VIII are
prepd. similarly. VI is recrystd. from CHCl3 yielding pale yellowish-red plates, m.p. 239°, sol. in C5H5N; sparingly sol.
in EtOH, dioxane and C6H6. VII is crystd. from a C5H5N-H2O mixt. yielding reddish-yellow needles or yellowish-red
prisms, m.p. 223°. VIII is crystd. from C5H5N yielding yellow lustrous plates, m.p. 275-6° (decomp.). Complexes are
formed by treating the ligand with metal acetates in EtOH. I-Cu(II) crystd. from C5H5N-H2O yields golden-yellow
lustrous plates; sol. in C5H5N; slightly sol. in C6H6, petroleum benzene, and CHCl3. I-diaquoNi(II) crystd. from EtOH
yields yellow needles; sol. in C5H5N, dioxane; sparingly sol. in CHCl3, C6H6, and MeOH. I-Co(II) recrystd. from
CHCl3-EtOH mixt. yields light golden-yellow prisms; easily sol. in C5H5N; sol. in dioxane, CHCl3; sparingly sol. in
EtOH. II-Cu(II) crystd. from C5H5N-H2O mixt. yields golden-yellow, lustrous plates; sol. in C5H5N; sparingly sol. in
dioxane. II-Ni(II) small yellow prisms; sol. in C5H5N, dioxane, and CHCl3; sparingly sol. in C6H6. II-dipyridine Co(II)
recrystd. from C5H5N yields red prisms; sol. in C5H5N, dioxane, and CHCl3; sparingly sol. in C6H6. III-Cu(II) crystd.
from pyridine, forms yellowish-brown lustrous plates, sol. in C5H5N. III-diaquoCo(II) crystd. from BuOH yields
reddish-yellow needles; easily sol. in C6H6, C5H5N, and CHCl3; sol. in PrOH, BuOH; sparingly sol. in EtOH. The
complex free of H2O of coordination is reddish-brown. IV-Cu(II) crystd. from C5H5N yields yellowish-brown lustrous
plates; sol. in C5H5N, quinoline; sparingly sol. in CHCl3, dioxane, HOC2H4OC2H5, and C6H6. IV-dipyridine Ni(II)
crystd. from C5H5N yields brownish-yellow small plates. IV-diaquoCo(II) recrystd. from dioxane yields reddish-yellow
plates. V-Cu(II) crystd. from C5H5N-H2O mixt. yields dark golden-yellow lustrous plates; sol. in C5H5N, CHCl3,
dioxane; difficultly sol. in C6H6. V-Ni(II) recrystd. from CHCl3 yields flesh-red needles; sol. in C5H5N, dioxane;
sparingly sol. in MeOH, EtOH, C6H6. V-Co(II) recrystd. from CHCl3 yields purple needles; sol. in CHCl3, C5H5N, and
dioxane; sparingly sol. in MeOH, EtOH. VI-Cu(II) crystd. from C5H5N yields black-green prisms; sol. in C5H5N;
sparingly sol. in dioxane. VI-Ni(II) recrystd. from C5H5N yields flesh-colored needles; sol. in C5H5N; sparingly sol. in
dioxane, C6H6, and CHCl3. VI-Co(II) purple needles; sol. in C5H5N, C6H6, CHCl3; sparingly sol. in dioxane. VII-
Cu(II) crystd. from C5H5N yields black-brown small needles; sol. in C6H6; sparingly sol. in EtOH, CHCl3. VII-Ni(II)
crystd. from C5H5N gives deep-red lustrous needles; easily sol. in HOC2H4OC2H5 and dioxane; sol. in EtOH;
sparingly sol. in CHCl3. VIII-Cu(II) yields reddish-brown small needles when recrystd. from C5H5N. VIII-Ni(II) yields
brownish-red lustrous prisms from C5H5N; reddish-yellow, small needles from quinoline. The
iminoazosalicylaldehydes were prepd. by treating the azosalicylaldehydes with a large excess of NH3. Bis(p-
phenylazo-α-imino-ο-cresolato)Cu(II), yellowish-green powder, sol. in C5H5N. Bis[p-(p-tolylazo)-α-imino-ο-
cresolato]Cu(II), yellowish-green powder, sol. in C5H5N. Bis[p-(1-naphthylazo)-α-imino-ο-cresolato] (IX)-Cu(II)
brownish-red crystals insol. in EtOH, dioxane, HOC2H4OC2H5, and C6H6. IX-Ni(II), brown crystals. IX-Co(II)
brownish-red microcrystals. Bis[p-(2-naphthylazo)-α-imino-ο-cresolato] (X)-Cu(II) olive-green microcrystals. X-Ni(II)
brownish-red microcrystals. X-Co(II) brownish-yellow microcrystals.

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