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

HRID 1163884

反応式

HRID 1163884 の反応式
[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

参加物

5

反応物 3

HCID 176Acetic AcidHCID 97919Bromo(phenyl)acetic acidHCID 178527796HCID 178527796、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8eefc769fe734bd8bed1d0c4a90c87c0
出典データセット
uspto-grants-1983_01
特許番号
US04367233

関連ノート

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