Dichloromethane → 4-(N-methylacetamido)benzene-1-sulfonyl chloride

HRID 641915

반응식

HRID 641915 반응식
[CH3:1][N:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3](=[O:5])[CH3:4].[SH:12]([O:15]Cl)(=O)=[O:13].[Cl:17]CCl>>[CH3:1][N:2]([C:6]1[CH:11]=[CH:10][C:9]([S:12]([Cl:17])(=[O:15])=[O:13])=[CH:8][CH:7]=1)[C:3](=[O:5])[CH3:4]

참가 물질

4

반응물 3

HCID 6344DichloromethaneHCID 11364N-MethylacetanilideHCID 178527254HCID 178527254, 화합물

생성물 1

HCID 2931464-(N-methylacetamido)benzene-1-sulfonyl chloride수율 11%

실험 절차

A solution of N-methyl-N-phenylacetamide (11 g, 73.83 mmol) in dichloromethane (20 mL) was added dropwise to HSO3Cl (80 g, 689.66 mmol) at 5° C. The resulting solution was then stirred at room temperature overnight. The reaction mixture was then quenched by adding 100 mL of iced water. The resulting solution was extracted using dichloromethane (2×50 mL) and the organic layers were combined. The residue was purified by column chromatography using a 10:1 ethyl acetate/petroleum ether solvent system to give 2.2 g (11%) of 4-(N-methylacetamido)benzene-1-sulfonyl chloride as a white solid. 1H NMR (CDCl3) δ 8.09 (d, 2H), 7.48 (d, 2H), 3.38 (s, 3H), 2.17 (s, 3H).

후처리

  1. customThe reaction mixture was then quenched
  2. additionby adding 100 mL of iced water
  3. extractionThe resulting solution was extracted
  4. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-a751b95310f64630b0608d841bec1ac2
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07696229B2

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