EXPERIMENTAL

Materials and General Experimental Procedures

All the chemicals were of analytical grade obtained from different commercial sources and
used without any further purification. All the dry reactions were carried out under nitrogen
atmosphere using anhydrous freshly distilled solvents and sieved through molecular sieves (4
Å) in flame dried glassware using standard gas-light syringes and septa. Reactions were
monitored on TLC plates (Coated with TLC grade silica gel, obtained from Merck) and the
spots were detected by iodine vapours. Column chromatography was performed on silica gel
(100-200 mesh) procured from Qualigens (India) using freshly distilled solvents. All the 1H-
NMR and 13C-NMR spectra were recorded on a Bruker UXNMR (Operating for 1H-NMR at
13
300 MHz, 500 MHz, 400 MHz and for C-NMR at 75 MHz, 100 MHz, 125 MHz)
spectrometer using TMS ( = 0) as an internal standard for chemical shifts ( ) in CDCl3,
CD3OD, CF3COOD and DMSO d6 at 25 °C. Mass spectra were recorded with HRMS, ESI-
MS (Electron Spray Ionization Technique). IR spectra were recorded with a Perkin-Elmer
FT-IR spectrum BX. The melting points were determined on a Barnstead Electrothermal
9200 instrument.

General Procedure for the Synthesis of Fatty Acid Chlorides (2a 2j)

To a stirred solution of fatty acid in dichloromethane (DCM), catalytic amount of dimethyl

formamide (DMF) was added and the contents were stirred at 0 °C. Oxalyl chloride was
added under nitrogen atmosphere and the reaction mixture was further stirred at 0 °C for 3 h.
Then reaction mixture was concentrated under reduced pressure to remove DCM and excess
oxalyl chloride. Later crude acid chloride dissolved in DCM was used for the next step
directly under nitrogen atmosphere.

5-Amino-1, 3, 4-thiadiazole-2-thiol (3)

Anhydrous sodium carbonate (5.27 g) and carbon disulphide (8.33 g, 109 mmol) were added
slowly to a stirred solution of thiosemicarbazide (10 g, 109 mmol) in absolute ethanol. The
mixture was stirred under reflux for 1 h and it was later heated at 75 80 oC for 4 h. Then
solvent was removed under reduced pressure and the residue was dissolved in water (50 mL)
and acidified with conc. HCl to give a desired product with 84% yield (5.4 g). Mp: 234-236
o
C. 1H-NMR (300 MHz, CDCl3+DMSO-d6) (ppm) = 13.12 (s, 1H), 6.98 (s, 2H); 13
C-