Acetic Acid → rac-[(5-Chloro-1,3-benzothiazol-2-yl)thio](phenyl)acetic Acid

HRID 1163884

반응식

HRID 1163884 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([SH:10])=[N:7][C:6]=2[CH:11]=1.Br[CH:13]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:14]([OH:16])=[O:15].C(O)(=O)C>CC(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10][CH:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:14]([OH:16])=[O:15])=[N:7][C:6]=2[CH:11]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 97919Bromo(phenyl)acetic acidHCID 178527796HCID 178527796, 화합물

생성물 1

HCID 12928398rac-[(5-Chloro-1,3-benzothiazol-2-yl)thio](phenyl)acetic Acid수율 85%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

50.0 g (0.248 m) 5-chloro-2-mercaptobenzothiazole and 53.0 g (0.248 m) α-bromophenylacetic acid are dissolved in 1.5 l acetone and the solution is heated for 4 hours in the presence of 50 ml glacial acetic acid. The solution is concentrated to a smaller volume (about 200 ml) and the residual solid (90 g) is collected. The resulting salt is suspended in 1 l of water and the mixture is stirred at room temperature overnight. The collected solid is recrystallized from 2.5 l acetonitrile to give a total of 64 g (85% yield) of title compound melting at 190°-2° C.

후처리

  1. concentrationThe solution is concentrated to a smaller volume (about 200 ml)
  2. customthe residual solid (90 g) is collected
  3. customThe collected solid is recrystallized from 2.5 l acetonitrile

출처 및 근거

ORD 기록
ord-8eefc769fe734bd8bed1d0c4a90c87c0
출처 데이터셋
uspto-grants-1983_01
특허 번호
US04367233

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