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

HRID 70352

反応式

HRID 70352 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-8afab8256c9942a0a99e4c0d1255f9c3
出典データセット
uspto-grants-2014_09
特許番号
US08822530B2

関連ノート

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