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Dichloromethane → alpha-Phenyl-alpha-[(4,5,6,7-tetrahydrobenzothiazol-2-yl)thio]acetic acid

HRID 1163887
ノート
印刷プレビュー

反応式

HRID 1163887 の反応式
C(Cl)Cl.[SH:4][C:5]1[S:6][C:7]2[CH2:13][CH2:12][CH2:11][CH2:10][C:8]=2[N:9]=1.Br[CH:15]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:16]([OH:18])=[O:17]>C(N(CC)CC)C>[C:19]1([CH:15]([S:4][C:5]2[S:6][C:7]3[CH2:13][CH2:12][CH2:11][CH2:10][C:8]=3[N:9]=2)[C:16]([OH:18])=[O:17])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 97919Bromo(phenyl)acetic acidHCID 1785278174,5,6,7-Tetrahydro-1,3-benzothiazole-2-thiol

生成物 1

HCID 13560800alpha-Phenyl-alpha-[(4,5,6,7-tetrahydrobenzothiazol-2-yl)thio]acetic acid収率 77%

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

A methylene chloride solution of 5.13 g (0.03 m) 2-mercapto-4,5,6,7-tetrahydrobenzothiazole, α-bromophenylacetic 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, once with water and is then dried over anhydrous MgSO4. The residual solid after solvent removal is recrystallized from acetonitrile. 7.0 g (77% yield) of title compound, melting at 118°-20° C., is obtained.

後処理

  1. temperatureto gentle reflux overnight
  2. extractionThe solution is extracted twice with a dilute hydrochloric acid solution, once with water
  3. dry with materialis then dried over anhydrous MgSO4
  4. customThe residual solid after solvent removal
  5. customis recrystallized from acetonitrile

出典と根拠

ORDレコード
ord-f51b6ef35b44421c80e82d4588f4bc45
出典データセット
uspto-grants-1983_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04367233

反応ノート

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