Sodium hydride → N-methyl-N-(2-chlorobenzoyl)benzenesulfonamide

HRID 224533

反応式

HRID 224533 の反応式
[CH3:1][NH:2][S:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=[O:5])=[O:4].[H-].[Na+].[Na].[Cl:15][C:16]1[CH:24]=[CH:23][CH:22]=[CH:21][C:17]=1[C:18](Cl)=[O:19]>CN(C)C=O>[CH3:1][N:2]([C:18](=[O:19])[C:17]1[CH:21]=[CH:22][CH:23]=[CH:24][C:16]=1[Cl:15])[S:3]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)(=[O:4])=[O:5]

参加物

6

反応物 4

HCID 24758Sodium hydrideHCID 691102-Chlorobenzoyl chlorideHCID 78858N-MethylbenzenesulfonamideHCID 5360545Sodium

生成物 1

HCID 23331030N-methyl-N-(2-chlorobenzoyl)benzenesulfonamide収率 92%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1.71 g (0.01 mole) of N-methylbenzenesulfonamide was added to 0.58 g (0.012 mole) of 50% sodium hydride in 15 ml of dry N,N-dimethylformamide. The mixture was stirred at room temperature for 30 minutes to react them. To the resulting sodium salt was added 2.10 g (0.012 mole) of 2-chlorobenzoyl chloride, and the mixture was stirred at room temperature for 1 hour. The N,N-dimethyl formamide was distilled off under reduced pressure. Cold water was added, and the resulting oil layer was extracted with benzene. The benzene layer was dried over anhydrous magnesium sulfate, and concentrated to afford almost pure N-methyl-N-(2-chlorobenzoyl)benzenesulfonamide in a yield of 92%. For further purification, this compound was subjected to chromatography or high vacuum distillation. This compound is designated as compound No. 16 in Table 2, and its melting point and elemental analysis values are shown in Table 2.

後処理

  1. customto react them
  2. stirringthe mixture was stirred at room temperature for 1 hour
  3. distillationThe N,N-dimethyl formamide was distilled off under reduced pressure
  4. additionCold water was added
  5. extractionthe resulting oil layer was extracted with benzene
  6. dry with materialThe benzene layer was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-b7ac1424c9b64601b951878213616b51
出典データセット
uspto-grants-1980_11
特許番号
US04233061

関連ノート

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