Acetic Acid → 3-((2-amino-4-chlorophenyl)thio)-N,N-dimethylpropanamide

HRID 70352

반응식

HRID 70352 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[SH:9].[CH3:10][N:11]([CH3:16])[C:12](=[O:15])[CH:13]=[CH2:14].CC(O)=O>C(Cl)Cl>[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9][CH2:14][CH2:13][C:12]([N:11]([CH3:16])[CH3:10])=[O:15]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 120002-Amino-4-chlorobenzenethiolHCID 17587N,N-Dimethylacrylamide

생성물 1

HCID 609618703-((2-amino-4-chlorophenyl)thio)-N,N-dimethylpropanamide수율 54%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 2-amino-4-chlorobenzenethiol (327 mg, 2.05 mmol), N,N-dimethylacrylamide (203 mg, 2.05 mmol) and HOAc (0.5 ml) in CH2Cl2 (5 ml) was stirred at room temperature for 3 days. The reaction was quenched with NaHCO3 (aq.) and then extracted with CH2Cl2 (2×10 ml). The organic layer was washed with water and brine and concentrated in vacuo. The crude product was purified by chromatography on silica gel (50% ethyl acetate in hexane) to yield the title compound (284 mg, 54%).

후처리

  1. customThe reaction was quenched with NaHCO3 (aq.)
  2. extractionextracted with CH2Cl2 (2×10 ml)
  3. washThe organic layer was washed with water and brine
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified by chromatography on silica gel (50% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-8afab8256c9942a0a99e4c0d1255f9c3
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822530B2

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