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Dichloromethane → alpha-[(5-Chlorothiazolo[5,4-b]pyridin-2-yl)thio]-alpha-(p-chlorophenyl)acetic acid

HRID 1285504
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반응식

HRID 1285504 반응식
C(Cl)Cl.[Cl:4][C:5]1[N:10]=[C:9]2[S:11][C:12]([SH:14])=[N:13][C:8]2=[CH:7][CH:6]=1.Br[CH:16]([C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=1)[C:17]([OH:19])=[O:18]>C(N(CC)CC)C>[Cl:4][C:5]1[N:10]=[C:9]2[S:11][C:12]([S:14][CH:16]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)[C:17]([OH:19])=[O:18])=[N:13][C:8]2=[CH:7][CH:6]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 10490868alpha-Bromo-4-chlorophenylacetic acidHCID 178527792HCID 178527792, 화합물

생성물 1

HCID 20249370alpha-[(5-Chlorothiazolo[5,4-b]pyridin-2-yl)thio]-alpha-(p-chlorophenyl)acetic acid수율 68.2%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

A methylene chloride solution of 6.0 g (0.03 m) of 5-chloro-2-mercaptothiazolo[5,4-b]pyridine, 7.5 g (0.03 m) α-bromo-α-(p-chlorophenyl)acetic acid and 6.0 g (0.06 m) triethylamine is heated to gentle reflux overnight. The solution is extracted twice with a dilute hydrochloric acid solution and then once with water. After drying over anhydrous MgSO4, the solvent is removed and the residual solid is recrystallized from acetonitrile. 7.5 g (68% yield) of title compound, melting at 144°-6° C., is obtained.

후처리

  1. temperatureto gentle reflux overnight
  2. extractionThe solution is extracted twice with a dilute hydrochloric acid solution
  3. dry with materialAfter drying over anhydrous MgSO4
  4. customthe solvent is removed
  5. customthe residual solid is recrystallized from acetonitrile

출처 및 근거

ORD 기록
ord-a7c28604ed34431da5136a4536991298
출처 데이터셋
uspto-grants-1986_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04567267

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