2-Thiopheneacetyl chloride → Methyl 4-chloro-5-nitro-2-(2-(thiophen-2-yl)acetamido)benzoate

HRID 1275589노트

반응식

HRID 1275589 반응식
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7]([Cl:13])=[CH:6][C:5]=1[NH2:14].[S:16]1[CH:20]=[CH:19][CH:18]=[C:17]1[CH2:21][C:22](Cl)=[O:23]>>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7]([Cl:13])=[CH:6][C:5]=1[NH:14][C:22](=[O:23])[CH2:21][C:17]1[S:16][CH:20]=[CH:19][CH:18]=1

참가 물질

3

반응물 2

HCID 1623622-Thiopheneacetyl chlorideHCID 15895692Methyl 2-amino-4-chloro-5-nitrobenzoate

생성물 1

HCID 54055967Methyl 4-chloro-5-nitro-2-(2-(thiophen-2-yl)acetamido)benzoate수율 67.6%

실험 절차

To a suspension of 2-amino-4-chloro-5-nitrobenzoic acid methyl ester (221 mg in 2.5 mL of dry 1,2-dichloroethane) was added a solution of thiophen-2-yl-acetyl chloride (169 mg in 3.0 mL dry 1,2-dichloroethane) and the mixture heated at reflux on an oil bath. After 18 hours, the reaction was cooled and the solvent removed in vacuo. Recrystallization of the crude product from methanol gave the title compound (230 mg).

후처리

  1. temperaturethe mixture heated
  2. temperatureat reflux on an oil bath
  3. temperaturethe reaction was cooled
  4. customthe solvent removed in vacuo
  5. customRecrystallization of the crude product from methanol

출처 및 근거

ORD 기록
ord-9703dbf67a7b47bb91410fcd9fcf56fd
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06162813

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