Triethylamine → N-methyl-1-(p-tolyl)methanesulfonamide

HRID 2254662ノート

反応式

HRID 2254662 の反応式
[CH3:1][C:2]1[CH:9]=[CH:8][C:5](NC)=[CH:4][CH:3]=1.C([N:12]([CH2:15]C)CC)C.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>ClCCl>[CH3:15][NH:12][S:18]([CH2:17][C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[CH:9][CH:8]=1)(=[O:20])=[O:19]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 12165Benzenamine, N,4-dimethyl-HCID 31297Methanesulfonyl chloride

生成物 1

HCID 19917625N-methyl-1-(p-tolyl)methanesulfonamide収率 65%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of p-methyl-N-methylaniline (5.00 g) and triethylamine (5.05 g) in dichloromethane (140 ml) was cooled to 0° C. and methanesulphonyl chloride (4.73 g) was added dropwise. The reaction mixture was stirred at ambient temperature for 2 hours and quenched with water (100 ml). The organic phase was washed with 2N aqueous hydrochloric acid solution (75 ml) and 2N aqueous sodium hydroxide solution (75 ml), dried (MgSO4) and the solvent removed by evaporation. Thus was obtained N-methyl-(4-tolyl)methanesulphonamide (5.3 g, 65%), m.p. 49°-52° C.

後処理

  1. customquenched with water (100 ml)
  2. washThe organic phase was washed with 2N aqueous hydrochloric acid solution (75 ml) and 2N aqueous sodium hydroxide solution (75 ml)
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed by evaporation

出典と根拠

ORDレコード
ord-0d7d6b961b69478d9aa3095cb229d36a
出典データセット
uspto-grants-1993_08
特許番号
US05236948

反応ノート

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