Acetic Anhydride → N,3-bis-(4-chlorophenyl)-4-dimethylcarbamoyl-4-methyl-N-acetyl-4,5-dihydro-1H-pyrazole-1-carboxamide

HRID 978171노트

반응식

HRID 978171 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([N:13]2[CH2:17][C:16]([C:19](=[O:23])[N:20]([CH3:22])[CH3:21])([CH3:18])[C:15]([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=3)=[N:14]2)=[O:12])=[CH:6][CH:5]=1.[H][H].[C:33](OC(=O)C)(=[O:35])[CH3:34]>O1CCCC1>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]([C:33](=[O:35])[CH3:34])[C:11]([N:13]2[CH2:17][C:16]([C:19](=[O:23])[N:20]([CH3:22])[CH3:21])([CH3:18])[C:15]([C:24]3[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][CH:29]=3)=[N:14]2)=[O:12])=[CH:6][CH:5]=1

참가 물질

6

반응물 4

HCID 7918Acetic AnhydrideHCID 24758Sodium hydrideHCID 13825589N,3-bis-(4-chlorophenyl)-4-dimethylcarbamoyl-4-methyl-4,5-dihydro-1H-pyrazole-1-carboxamideHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 53786372N,3-bis-(4-chlorophenyl)-4-dimethylcarbamoyl-4-methyl-N-acetyl-4,5-dihydro-1H-pyrazole-1-carboxamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In a 50 ml round bottomed flask was placed 0.45 g of 60% sodium hydride (0.011 mole). The sodium hydride was washed twice with hexane and suspended in 15 ml of tetrahydrofuran. A solution of 2.0 g (0.005 mole) of N,3-bis-(4-chlorophenyl)-4-dimethylcarbamoyl-4-methyl-4,5-dihydro-1H-pyrazole-1-carboxamide in 5 ml of tetrahydrofuran was added slowly. When hydrogen evolution ceased, 1 ml of acetic anhydride was added and the mixture was stirred for 5 minutes. The reaction was partitioned between ethyl ether and brine, dried, concentrated, and chromatographed yielding 1.6 g of N,3-bis-(4-chlorophenyl)-4-dimethylcarbamoyl-4-methyl-N-acetyl-4,5-dihydro-1H-pyrazole-1-carboxamide, an oil. NMR and IR data were consistent with the structure.

후처리

  1. customIn a 50 ml round bottomed flask was placed
  2. washThe sodium hydride was washed twice with hexane
  3. customThe reaction was partitioned between ethyl ether and brine
  4. customdried
  5. concentrationconcentrated
  6. customchromatographed

출처 및 근거

ORD 기록
ord-1a954d2aff614ae7812c308ef01ffec3
출처 데이터셋
uspto-grants-1987_05
특허 번호
US04663341

반응 노트

불러오는 중…