4-Toluenesulfonyl chloride → 4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide

HRID 380920ノート

反応式

HRID 380920 の反応式
[CH2:1]([NH2:4])[C:2]#[CH:3].CCN(CC)CC.[C:12]1([CH3:22])[CH:17]=[CH:16][C:15]([S:18](Cl)(=[O:20])=[O:19])=[CH:14][CH:13]=1>C(Cl)Cl>[CH3:22][C:12]1[CH:17]=[CH:16][C:15]([S:18]([NH:4][CH2:1][C:2]#[CH:3])(=[O:20])=[O:19])=[CH:14][CH:13]=1

参加物

5

反応物 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 239041Propargylamine

生成物 1

HCID 37127464-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To solution of propargylamine (2.00 g, 36.29 mmol) and Et3N (7.30 g, 72.59 mmol) in CH2Cl2 was added in small portions p-toluenesulfonyl chloride (6.90 g, 36.29 mmol) (J. T. Baker) at 0° C. After 5 min the mixture was filtered and the filtrate was concentrated to a residue that upon direct application on a silica gel column with a 0-40% EtOAc in hexanes gradient yielded 4-Methyl-N-(prop-2-ynyl)-benzenesulfonamide. (Yield 7.30 g, 96%).

後処理

  1. filtrationAfter 5 min the mixture was filtered
  2. concentrationthe filtrate was concentrated to a residue that upon direct application on a silica gel column with a 0-40% EtOAc in hexanes gradient

出典と根拠

ORDレコード
ord-35b3ef104f2b4d948fd043dc84d15bf0
出典データセット
uspto-grants-2001_10
特許番号
US06303793B1

反応ノート

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