CN-

109293596-
A-ThePr
epar
ati
onMet
hodof2-Chl
oro-
5-chl
oromet
hyl
Thi
azol
e

Pr
epar
ati
onmet
hodof2-
chl
oro-
5-chl
oromet
hyl
thi
azol
eTechni
cal
fiel
d

Theinvent
ionr
elat
est
oaprepar
ationmethodofanorgani
cint
ermedi
ate,
inpar
ti
cul
art
oa
prepar
ati
onmethodof2-
chl
oro-
5-chl
oromethy
lthi
azol
e.

Backgr
oundt
echni
que

2-Chl
or o-
5-chloromethylt
hiazole(CCMT)i sthemai nint
ermediateofthesecond-generat
ion
ni
cotinicpesticidesthi
amet hoxam andclothiani
din,andalsothekeyint
ermediateofthe
medicine(ant i
-AIDSdrug)ritonavi
r.Engl
ishname: 2-chl
oro-5-
chlor
omethylt
hiazole,
CAS
No.105827- 91-6,molecul
arwei ght:168,
mel ti
ngpoint:29.
5～30℃, i
ndustr
ialproductcontent
:
98%,lightyell
owl iqui
dorsol id.

Thiazolepestici
desar eknownast hesecondgener ati
onofnicoti
nicpest icides,amongwhi ch
thi
amet hoxam andcl ot hi
anidinarethetworepr esentativ
ev ar
iet
iesatpr esent .Ithasstomach
poisoning,contactkil
lingandsy st
emicactiv
ities,andhast headv antagesofr apiddegradat
ion,
shorthalf-
li
feinsoil,andbi osafety.Asaninhibitorofhumani mmunodef iciencyv i
rus(
HIV),
the
drugr i
tonavi
risalsoi ndispensableintheabsenceofspeci fi
cdrugs.Ther efor e,2-chl
oro-
5-
chloromethylt
hiazolehasav er
ywi derangeofappl icati
onsandmar ketprospect s.

Atpresent
,ther
earemainl
yt womet hodsf
orsy
nthesi
zing2-
chlor
o-5-
chl
oromet
hyl
thi
azol
eusi
ng
1-
isothi
ocyanat
o-2-
chl
oro-
2-propeneasrawmater
iali
nChina:

(1)Add1-isothi
ocyanato-
2- chloro-2-pr
openeintoanorganicsol venttoreactwi thsul
fur
yl
chlori
de,f
irstdegasaft
ert her eaction,andthenaddalargeamountofconcent rated
hydrochl
oricacidtoobtai
n2- chloro-5-
chlor
omethanethiazolehy drochl
oride,separat
edfrom t
he
organicsolvent
,thenaddinganot herorganicsol
venttoit,
addi ngalkalit
oneut rali
ze,
extr
acti
ng,
washing,desolventi
zi
ng,anddi sti
ll
ingtoobtain2-
chlor
o-5-chloromet hy
lthiazol
e.

(2)1-isot
hiocyanato-2-chlor
o-2-propeneisreactedwithchlorineat30° Ct o40°C,andalarge
amountofconcent ratedhy drochlori
cacidisaddedafterther eacti
ont opr epar
e2-chlor
o-5-
chloromethylt
hiazolehy drochlori
cacidSalt,t
hef i
lt
ercake2- chlor
o-5-chloromethyl
thi
azole
hydrochlori
deobt ai
nedbycent r
ifugat
ion,
adjustpHwi thalkalinewater,andobt ai
n2-chl
oro-5-
chloromethylt
hiazolef i
nishedpr oduct.

Theabov e-
ment ioned( 1)met hodhast hedi sadv antagessuchasl argeamountoft ailgas
(sul
furdioxi
deandhy drogenchl ori
degas) ,cannotbedi rectl
yempt ied,andthepr oducty i
eldis
l
owersi multaneously.The( 2)met hodhast hedi sadv antagesofhi ghr eacti
ont emperature,
manyby -pr
oduct s,andl owproducty iel
d.Inaddi tion,theset womet hodsneedt oaddal ar
ge
amountofconcent rat
edhy drochlori
cacidandor ganicsol ventinthepr oductrefi
ningprocess,
consumeal ar geamountofal kalii
nthepost -
treatmentpr ocess,andgener atealargeamountof
salt
-contai
ningwast ewat er
,whi chgreatl
yincr easest hesubsequentwast ewatertr
eatment .cost.
Inadditi
on,thealkalimat er
ialisadded,themat erialinputisincreased, t
heeconomi ceffi
ciency
i
sreduced,
andi
tisnotconduci
vet
othei
ndust
ri
alpr
oduct
ionoft
hepr
oduct
.

SUMMARYOFTHEI
NVENTI
ON

Thepr
esenti
nvent
ionai
mst
osol
veatl
eastoneoft
het
echni
cal
probl
emsexi
sti
ngi
nthepr
ior
art
.

Tot hisend, t
hepr esentinventionpr oposesapr eparat
ionmet hodof2- chl
oro-5-
chloromet hylt
hiazole,whichcanf ull
yrecovertheorganicsolventrequi
redfort hereacti
on,and
reduceby -productsThet ai
lgashy drogenchlori
deisabsorbedandut i
li
zedtoobt ainother
product swithaddedv al
ue.Att hesamet i
me, t
heprocessmet hodav oidsusingal argeamount
ofhy drochlori
cacidi ntherefiningpr ocess,si
mplifi
esthereactionsteps,hasmi ldreacti
on
conditions,hasnot hreewast es, andhashi ghy i
eld,whichconformst othedev el
opment
dir
ect i
onofgr eenchemi str
y.

Thepr eparat
ionmet hodof2- chloro-
5-chl
oromethy l
thiazoleaccor
dingtotheembodi mentoft he
presentinventi
oncompr isest hefoll
owingsteps:S1, adding1-i
sothi
ocyanato-
2-chlor
o-2-
propenei nt
oanor ganicsolvent,andatat emperatureof5℃～20℃ t ocarr
youtt hechlori
nati
on
reacti
on;S2, r
ecovertheor ganicsolvent,
andextractt hegaseoushy dr
ogenchloride;
S3, aft
er
therecoveryoftheor ganicsolventiscompleted,rai
set het emper
atureandobtainpure2- chl
oro
-5-
chloromethylt
hiazolebydi sti
l
lati
onunderreducedpr essure.

Accor di
ngt othepr eparati
onmet hodof2-chloro-5- chloromethylt
hiazoleint heembodi mentof
thepresenti nvent
ion,theor ganicsolventrequiredf ort hereacti
oni sfull
yrecov er
ed,andtheby -
producttailgashy drogenchl ori
dei sabsorbedandut i
lizedtoobt ainotherpr oductswithadded
value.Thepr ocessmet hodav oi
dst heuseofal argeamountofhy drochl
or i
caci dintherefi
ning
process,whi chsimpl i
fi
est hereactionsteps;ther eactioncondi t
ionsar emi ld(low-temperature
chlori
nati
on) ,t
hegener ationofby -product
sisav oided, andthesaf etyfactorishi gh;t
hereisno
threewast es,andthey ieldishigh,whichisinl i
newi tht hedevel
opmentdi rectionofgreen
chemi st
ry..

Accordi
ngtoanembodi mentofthepresenti
nventi
on,st
epS1i ncl
udes:S11, addi
ng1-
i
sothi
ocyanat
o-2-chlor
o-2-
propeneintoanorganicsol
vent,andsl
owlypassingchlori
negasata
temperat
ureof5°Ct o20°C;S12,passingAft
erthechl
orinegaswasexhaust ed,st
irr
ingwas
conti
nuedatthi
st emperatur
efor1ht o3h.

Accordi
ngtoanembodimentofthepresenti
nventi
on,i
nst
epS2,t
heorgani
csolventi
s
recov
eredbyrai
singt
hetemperat
ure,
andt herecov
eredor
gani
csol
venti
srecy
cledtostepS1.

Accor
dingtoanembodi mentofthepresenti
nvent
ion,
instepS2,t
hroughthegas-l
i
qui
d
separ
ator
,thederi
vedgaseoushy dr
ogenchlor
idei
spassedintot
her eact
ionket
tl
econt
aini
ng
al
coholsunti
lthegaseoushydr
ogenchlori
deiscompletel
yabsor
bed.
Accordi
ngtoanembodi
mentofthepresentinv
ent
ion,
theal
cohol
isoneofi
sopr
opanol
,ter
t-
butanol
,n-
but
anol
oracombinat
ionthereof
.

Accor
dingtoanembodimentoft
hepresenti
nvent
ion,
inst
epS1,
thet
emper
atur
eoft
he
chl
ori
nati
onreact
ioni
s5°Cto15°C.

Accor
dingt
oanembodimentoft
hepr
esenti
nvent
ion,
inst
epS11,
thet
imef
ori
ntr
oduci
ng
chl
ori
negasis5h-
10h.

Accor
dingtoanembodimentofthepr
esenti
nvent
ion,i
nstepS12,
themol
arr
ati
oof1-
i
sothi
ocyanat
o-2-
chl
oro-
2-pr
openetochl
ori
neis1:
0.95-
1.05.

Accor
dingtoanembodimentofthepr esenti
nvent
ion,t
heorgani
csolventi
nstepS1i
soneora
combinat
ionofdi
chl
oromethane,1,
2-dichl
oroet
hane,and1,
1,1-
tr
ichl
oroet
hane.

Accor
dingtoanembodimentofthepr
esenti
nvent
ion,i
nstepS1,themassr
ati
oof1-
i
sothi
ocyanat
o-2-
chl
oro-
2-pr
openetot
heorgani
csolventi
s1:1.
0-2.0.

Addit
ionalaspectsandadvant
agesoft
hepresenti
nvent
ionwil
lbesetf
ort
h,i
npar t
,fr
om t
he
fol
l
owi ngdescri
ption,
andi
npar twi
l
lbeappar
entfr
om thefol
l
owingdescr
ipt
ion,
ormaybe
l
earnedbypr act
iceofthei
nventi
on.

Descr
ipt
ionofdr
awi
ngs

Theaboveand/oraddi
tional
aspectsandadv ant
agesofthepresenti
nvent
ionwil
lbecome
appar
entandreadil
yunderst
oodf r
om thefoll
owingdescr
ipt
ionofembodimentstakeni
n
conj
unct
ionwiththeaccompanyingdrawings,wherei
n:

1isaschemat
icdi
agr
am ofaprepar
ati
onmethodof2-
chl
oro-
5-chl
oromet
hyl
thi
azol
eaccor
ding
t
oanembodimentoft
hepresenti
nvent
ion.

Ref
erencenumber
:

Met
hod100f
ort
hepr
epar
ati
onof2-
chl
oro-
5-chl
oromet
hyl
thi
azol
e.

det
ail
eddescr
ipt
ion

Thef oll
owingdescribesi
ndet ailt
heembodi mentsoft hepresenti
nvent
ion,examplesofwhich
areil
lustrat
edintheaccompany i
ngdrawings,whereinthesameorsi mil
arreferencenumeral
s
ref
ert othesameorsi mi
larelementsorelementshav i
ngt hesameorsimilarfuncti
ons
thr
oughout .Theembodi ment sdescr
ibedbelowwi threfer
encetotheaccompany i
ngdrawi
ngs
areexempl ary,
onlyusedt oexplai
nthepresentinventi
on,andshouldnotbeconst ruedasa
l
imitati
onoft hepresenti
nv enti
on.
Inthedescr i
pt i
onoft hepr esenti nvention,itshouldbeunder stoodt hatt het er
ms" cent er"
,
"l
ongi tudinal",
"lateral","
length" ,"
width","thi
ckness" ,
"upper ","l
ower ","fr
ont ","Rear ,Left,Right,
Ver t
ical,Horizontal ,Top, Bottom, Inner,Out er
,Clockwi se,Count er
clockwi se,Axial,The
orientationsorposi tionalrelationshipsindicatedby" r
adial di
r ecti
on", "
circumf erent i
al dir
ecti
on",
etc.ar ebasedont heor ientationsorposi ti
onal r
elat
ionshi psshowni ntheaccompany i
ng
drawi ngs, whichar eonl yf ortheconv enienceofdescr i
bingt hepr esenti nv enti
onandsi mplif
ying
thedescr i
ption,rathert hani ndicatingori mplyingthei ndicateddev i
cesorel ement s.Itmust
hav easpeci fi
cor ientati
on, beconst ructedandoper ateinaspeci fi
cor ient ati
on, andt herefore
shoul dnotbeconst ruedasal imitati
onoft hepresenti nvention.Fur thermor e,feat uresdel i
mited
with" fir
st","
second"mayexpr esslyori mplici
tl
yincludeoneormor eoft hatf eature.Int he
descr ipti
onoft hepr esenti nvention,unlessot herwisespeci f
ied, "
plurali
ty "meanst woormor e.

Int hedescr i
pti
onoft hepr esenti nventi
on,i
tshoul dbenotedt hatthet er
ms" i
nstall
ed",
"connect ed"and" connect ed"shoul dbeunder st
oodi nabroadsense, unlessotherwise
expr esslyspecif
iedandl i
mi ted,forexampl e,itmaybeaf ixedconnect i
onoradet achable
connect i
onConnect ion,ori ntegral connect
ion;canbemechani calconnect i
on, canalsobe
elect ri
calconnection;canbedi r
ectlyconnected,canalsobei ndirect
lyconnect edt hr
oughan
i
nt er mediat
emedi um, canbei nternalcommuni cationbet
weent woel ement s.Forthoseof
ordi naryskil
li
nthear t,t
hespeci fi
cmeani ngsoft heabovet er
msi nthepr esentinventi
oncanbe
under st
oodinspeci fi
csi t
uat i
ons.

Thefol
lowi
ngdescr
ibestheprepar
ati
onmet hod100of2-
chloro-5-chl
oromet
hyl
thi
azol
e
accor
dingt
oanembodi mentofthepresenti
nvent
ionwi
threferencetoFIG.1.

Asshowni nFigure1, thepr eparationmethodof2- chl

oro-5-chl
oromethylthi
azol
eaccordi ngt
o
anembodi mentoft hepresenti nv enti
onincludest hefol
lowingsteps:S1, addi
ng1-
i
sothiocyanato-2-chl
oro-2-propenet oanorgani cInthesolvent,t
hechlorinati
onreacti
oni s
carri
edoutatat emper atureof5°Ct o20°C; S2,theorganicsolventi
sr ecover
ed,andt he
gaseoushy drogenchl ori
dei sexpor t
ed;S3,aftertherecoveryoftheorgani csol
ventis
compl et
ed,thet emper at
ur eisraisedandpur e2-chlor
o-5-chlor
oisobtainedbydistil
l
ationunder
reducedpressur eMet hylthi
azole.

Inot
herwor
ds,t
heprepar
ati
onmet hodof2-chl
oro-
5-chl
oromethy
lthi
azol
eaccor
dingt
oan
embodi
mentofthepr
esenti
nvent
ionmainlycomprisesthefol
l
owingsteps:

1)Add1-
isot
hiocy
anat
o-2-
chlor
o-2-
propenei
ntoanor
gani
csol
vent
,andsl
owl
yint
roduce
chl
ori
negasatatemperat
ureof5°Cto20°C.

2)Theorgani
csolv
entisrecov
eredbyheat
ingup,
andt
hegaseoushy
drogenchl
ori
dei
s
expor
tedandabsorbed.
3)Aftert
hecompl eter
ecover
yoftheor
ganicsol
vent,cont
inuet
oheatupandchangeunder
reducedpressur
et odi
sti
l
ltoobt
ainpur
e2-chl
oro-
5-chlor
omethyl
thi
azol
e.

Itshouldbenot edthatt hef l

ashpointoftheproduct2-chlor o-5-chl
oromet hy
lthi
azoleunder
standardatmospher icpr essur eisabout116.
3° C,andtheboi lingpointisabout268. 6°
C.
Selecti
ngv acuum distil
l
at ioncanr educetheboil
ingpointoft hepr oduct,sothatitcanbeused
atal owertemperature.Thepr oducti
sseparat
edatt het emper ature.I
nthisway ,hi
gh-
temper at
uredecomposi tionoft heproductorothersi
der eactionsar eavoidedont heonehand,
andt hesafetyofther eact ionsy st
em i
simprovedont heot herhand.

Thus,accordi
ngt ot hepr eparat i
onmet hodof2-chloro-5-
chloromethyl
thiazolei
nt he
embodi mentoft hepr esentinv enti
on,theorganicsolventrequiredf
orther eact
ioncanbe
recovered,
andt heby -productt ailgashy dr
ogenchloridecanbeabsor bedandut i
li
zedtoobtai
n
otherproductswi t
haddedv alue,andsimul t
aneouslyAlsoav oidusi
ngal argeamountof
hydrochlor
icacidint her efi
ningpr ocess,si
mplif
yingther eacti
onsteps,mi l
dreactioncondi
ti
ons,
not hr
eewast es,highy ield,
inl i
newi t
ht hedevel
opmentdi r
ectionofgreenchemi stry
.

Accordi
ngtoanembodi mentofthepresentinventi
on,stepS1i ncl
udes:S11,adding1-
i
sothi
ocyanat
o-2-
chlor
o-2-pr
openeintoanorgani csolvent,andslowlypassingchlori
negasata
temperat
ureof5°
Ct o20°C;S12,passingAft
ert hechlorinegasi sexhaust
ed,continuet
osti
rat
thi
stemperat
urefor1ht o3htoimpr ovethereactioneff i
ciencyandreact
ionrate.

I
nsomespeci
fi
cembodimentsoft hepr esenti
nventi
on,i
nstepS2,t
heorganicsol
venti
s
r
ecover
edbyr
aisi
ngthetemperature,andtherecoveredor
ganicsol
venti
srecycl
edandappl
i
ed
t
ostepS1toi
mprovetheuti
l
izati
onr ate.

Furt
her,instepS2,thederi
vedgaseoushy
drogenchlor
idecanbepassedintot
hereact
ionket
tl
e
contai
ningalcoholsthr
oughagas-li
qui
dseparat
orunti
lthegaseoushy
drogenchl
ori
deis
completelyabsorbed.

Opt
ional
ly
,theal
cohol
canbeoneofi
sopr
opanol
,ter
t-
but
anol
,n-
but
anol
oracombi
nat
ion
t
hereof
.

Accordingtoanembodi mentoft
hepr esentinventi
on,instepS1, t
het emperat
ureofthe
chl
orinati
onreacti
onis5°Cto15°C,andper f
ormi ngthereacti
onatt hi
st emper
aturei
s
conducivetoreducingt
heoccurr
enceofsi dereactionsduringthechlori
nati
onreacti
onand
i
mpr ovingthechoiceoft
hereact
ion.sex.

Insomespeci
fi
cembodiment
soft
hepr
esenti
nvent
ion,
inst
epS11,
thet
imef
ori
ntr
oduci
ng
chl
ori
negasis5h-
10h.
Accor
dingtoanembodimentofthepr
esenti
nvent
ion,i
nstepS12,
themol
arr
ati
oof1-
i
sothi
ocyanat
o-2-
chl
oro-
2-pr
openetochl
ori
neis1:
0.95-
1.05.

Accor
dingtoanembodimentofthepr esenti
nvent
ion,t
heorgani
csolventi
nstepS1i
soneora
combinat
ionofdi
chl
oromethane,1,
2-dichl
oroet
hane,and1,
1,1-
tr
ichl
oroet
hane.

I
nsomespecif
icembodi
ment soft
hepresentinvent
ion,instepS1,themassr
ati
oof1-
i
sot
hiocy
anat
o-2-
chl
oro-
2-pr
openetot
heor ganicsol
v entis1:1.
0-2.
0.

Theprepar
ationmethod100of2-chl
oro-
5-chl
oromethyl
thi
azol
eprovidedi
ntheembodi
mentof
thepr
esentinvent
ionwil
lbespeci
fi
cal
lydescr
ibedbelowwithr
eferencetospeci
fi
c
embodiments.

Exampl
e1

270gof1- isot
hiocyanato-2-chloro-
2-propene, 400gofdi chloromet hanewer eaddedt ot
he
reactionf l
ask,and144. 5gofchl ori
negas( mol r
atiowas1: 1)wassl owl yintr
oducedi nt
othe
reactionf l
askatat emper atureof10° Cto15° C.,thetimef orint
roducingchl ori
negasi s8hours,
afterthechl or
inegasi spassedt hrough,sti
rringandi nsulati
ngatt histemper at
uref or3hours,
afterther eact
ioniscompl eted,thetemper atureisslowlyr ai
sedanddi chloromet haneis
evapor ated.Whent her ecoveryoft hedichloromet hanewascompl eted,thet emper atur
ewas
continuedt obesl owlyraised, andthedisti
llationwasper formedunderr educedpr essureto
obtain304. 0gofaf i
nishedpr oductof2- chloro-5-chl
oromet hylt
hiazolewi thacont entof99.2%
anday ieldof89.2%.

Exampl
e2

270gof1- i
sothiocyanato-2-
chloro-
2-pr openeandal lt
herecoveredsolventsofExampl e1wer e
addedt othereactionflask,
and144. 5gofchl or ine(mol r
ati
owas1: 10°Ct o15°C)wassl owly
fedintothereactionfl
ask.1),thelogical chl
orinet i
mei s8hours,thelogicalchl
orineis
compl et
ed,atthistemper at
ure,continuest i
rr
ingandbei ncubatedfor3hour s,t
hensl owlyheat
upandst eam allthedichlor
omet hanes, conti
nuet oheatupslowly,changeunder pressur
e
dist
il
lati
on,andobt ai
n2- chl
oro-Thef inishedpr oductof5-chl
oromet hyl
thiazol
eis313. 8g,the
contentis99.3%,andt hey i
eldis92.0%.

Exampl
e3

270gof1-isothiocyanato-
2-chl
oro-2-pr
opene, 450gof1,2-dichl
oroethanewereaddedtot he
react
ionf
lask, and151.7gofchl ori
ne(mol arrati
o)wassl owlyi
ntroducedintother
eactionflask
atatemper at
ur eof5°Ct o10°C.be1: 1.05),t
het i
meoff eedingchlori
negasi s10hours,aft
er
passi
ngchl or
inegas, conti
nuest i
rr
ingandbei ncubat
edf or3hoursatt hi
stemperatur
e, t
hen
slowlyheatupandsteam all
1,2-
dichl
oroethane,conti
nuet
oheatupslowly,Di
sti
l
ledunder
reducedpressur
etoobtai
n305. 2gof2- chl
oro-5-
chlor
omethy
lthi
azol
efi
nishedproductwi
tha
contentof99.2%anday i
eldof89.5%.

Exampl
e4

270g1-i
sothiocy
anato-2-chl
oro-
2-propeneandal ltherecov er
edsolv ent
sofExampl e3ar e
addedinthereacti
onflask,and151.7gofchl ori
ne( mol r
atiois1:1.05),feedingchlori
neti
mei s
10hours,aft
erpassingchlori
ne,continuetobei ncubatedatthistemper aturefor3hour s,
then
sl
owlyheatupandal lsteam out1,2-dichl
oroet
hane, conti
nuet oheatupsl owl y
,change
under
pressuredist
il
lat
ion, t
oobtain318. 8gof2- chl
oro-5-chl
oromet hyl
thiazolefi
nishedproduct
wit
hacont entof99.5%anday i
eldof93. 5%.

Exampl
e5

270gof1- isothiocyanat
o-2-
chlor
o-2-pr
opene, 500gof1, 1,1-
tri
chloroethanewereaddedt othe
reactionfl
ask, and141.6gofchlorine(
mol Ther atiois1:0.98),andt heti
mef orfeedingchlor
ine
i
s6hour s.Afterthechlori
neispassedthrough, cont i
nuestir
ri
ngandbei ncubatedf or2hoursat
thi
st emper at
ur e,t
henslowlyheatupandst eam al l1,
1,1-
tri
chloroethane,andcontinueslowly
.
Thet emper at
ur ewasslowlyincr
eased,andt hedi sti
ll
ati
onwasper formedunderr educed
pressuretoobt ain306.9goff i
nished2-chl
oro-5-chloromethylthi
azolewi t
hacont entof99.1%
anday i
eldof90. 0%.

Exampl
e6

270g1-isot hiocy anato-

2-chlor
o-2-
propeneandal lt
herecov eredsolventsofExample5wer e
addedint her eact ionfl
ask,and141. 6gofchlorine(mol rati
owas1: 15～20° C)wasslowlyf
ed
i
ntother eact ionf l
ask.0.98),t
hetimeoff eedingchlori
negasi s6hour s,aft
erpassi
ngchlor
ine
gas,continuet obei ncubatedfor2hour satthistemper atur
e, thensl
owl yheatupandsteam al
l
1,
1,1-t
ri
chl oroet hane,conti
nuet oheatupsl owly,changeandr educePressdisti
ll
ati
ontoobtai
n
320.5gof2- chlor o-5-
chl
oromet hy
lthiazol
efini
shedpr oductwi thacont entof99.
3%anday iel
d
of94.0%.

Itshouldbenotedthat
,inExamples1t
o6, whentheor ganicsol
v entwasr ecoveredby
disti
l
lati
on,t
hegenerat
edhy dr
ogenchl
ori
detailgascouldpasst hroughthegas- li
quidsepar at
or,
andt hehydr
ogenchlori
degaswaspassedintoanot herprepar
edal cohol
-containingalcohol.I
n
thereacti
onbottl
eofsimil
arcompounds,
letitf
ullyabsorbandr eacttogener at
ehal ogenated
hydr
ocar
bonsthatcanbereused,andnowastegasisdi
schargedint
otheat
mospher
e,sot
hat
thepr
oduct
ionprocessi
strul
ygreenandenvi
ronmental
l
yfri
endly.

Alli
nall,thepreparat
ionmet hod100of2- chlor
o- 5-
chlor
omet hylt
hiazol
eaccor di
ngt othe
embodi mentoft hepresentinventioncanf ul
lyrecovertheorganicsol v
entrequiredforthe
reacti
on,andabsor bandut il
izetheby-pr
oductt ailgashy dr
ogenchl ori
detoobt ainother
productswi t
haddedv alue.Thepr eparat
ionmet hod100canav oidtheuseofal argeamountof
hydrochlori
cacidinther efi
ningprocess,andsimpl ifi
esthereactionsteps;thereacti
on
conditi
onsar emi l
d(l
owt emperaturechl
or i
nati
on) ,t
hegener at
ionofby -pr
oductsi savoi
ded,
and
thesafetyfactorishi
gh; Dir
ectionofdevelopment .

Inthedescripti
onoft hi
sspeci fi
cati
on,referencetotheter ms"oneembodi ment ,
""some
embodi ment s,
""exempl aryembodi ment ,
""example,
""specifi
cexampl e,
"or"someexampl es",
etc.
, i
smeantt oi ncorporatetheembodi mentsApar ti
cularfeat
ure,str
ucture,material
,or
characteri
sti
cdescr ibedbyanexampl eorexampl eisincludedinatleastoneembodi mentor
exampl eofthepr esentinv enti
on.Inthisspecifi
cati
on,schemat i
crepresentati
onsoft heabove
termsdonotnecessar i
lyrefertothesameembodi mentorexampl e.Furthermore,theparti
cular
features,
structures,mat eri
alsorcharacterist
icsdescri
bedmaybecombi nedinanysui tabl
e
manneri nanyoneormor eembodi ment sorexampl es.

Althoughembodi ment softhepresentinvent

ionhav ebeenshownanddescr ibed, i
twill
be
under stoodbythoseofor di
naryskil
lintheartthatvar
iouschanges,modif
ications,
substituti
onsandal t
erati
onscanbemadei nt heseembodimentswithoutdepar t
ingfrom t
he
pri
nciplesandspiritoftheinvent
ion,Thescopeoft heinvent
ionisdefi
nedbyt heclaimsand
theirequival
ent
s.