4-Chlorobenzenesulfonyl chloride → 4-Chloro-N-methylbenzenesulfonamide

HRID 901953ノート

反応式

HRID 901953 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.Cl.CN.[CH2:15]([N:17](CC)CC)C.CCOC(C)=O>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:17][CH3:15])(=[O:10])=[O:9])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 6364545Methylamine hydrochloride

生成物 1

HCID 2329924-Chloro-N-methylbenzenesulfonamide収率 81.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-Chlorobenzenesulfonyl chloride (10 g, 47 mmol) was added to a solution of methylamine hydrochloride (3.5 g, 52 mmol) and triethylamine (16.5 ml, 12.0 g, 119 mmol) in dichloromethane (100 ml) while cooling in an ice/water bath. The mixture was allowed to warm to room temperature and stirred for 18 h. The mixture was reduced and chromatography (30% EtOAc/70% hexanes) afforded 4-chloro-N-methylbenzenesulfonamide (7.9 g, 81%) as a colourless oil.

後処理

  1. temperaturewhile cooling in an ice/water bath

出典と根拠

ORDレコード
ord-e55064d3058c4fd59d12a433d0976917
出典データセット
uspto-grants-2008_04
特許番号
US07365065B2

反応ノート

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