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

HRID 641915

反応式

HRID 641915 の反応式
[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]

参加物

4

反応物 3

HCID 6344DichloromethaneHCID 11364N-MethylacetanilideHCID 178527254HCID 178527254、化合物

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-a751b95310f64630b0608d841bec1ac2
出典データセット
uspto-grants-2010_04
特許番号
US07696229B2

関連ノート

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