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

HRID 236683

반응식

HRID 236683 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 23331030N-methyl-N-(2-chlorobenzoyl)benzenesulfonamide수율 92%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0837ddbb2adc46f0aca8a9869115c11b
출처 데이터셋
uspto-grants-1979_06
특허 번호
US04157257

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