Ammonium formate → 5-t-butyl-2-methoxy-3-aminophenyl N-t-butyl sulfonamide

HRID 1651476노트

반응식

HRID 1651476 반응식
C([O-])=O.[NH4+].[C:5]([C:9]1[CH:10]=[C:11]([N+:25]([O-])=O)[C:12]([O:23][CH3:24])=[C:13]([S:15]([NH:18][C:19]([CH3:22])([CH3:21])[CH3:20])(=[O:17])=[O:16])[CH:14]=1)([CH3:8])([CH3:7])[CH3:6]>[Pd].CO>[C:5]([C:9]1[CH:10]=[C:11]([NH2:25])[C:12]([O:23][CH3:24])=[C:13]([S:15]([NH:18][C:19]([CH3:22])([CH3:21])[CH3:20])(=[O:16])=[O:17])[CH:14]=1)([CH3:8])([CH3:6])[CH3:7]

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 150295855-t-butyl-2-methoxy-3-nitrophenyl N-t-butyl sulfonamide

생성물 1

HCID 150295865-t-butyl-2-methoxy-3-aminophenyl N-t-butyl sulfonamide수율 94.5%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

Ammonium formate (8.0 g) was added to a stirred and cooled mixture of 5-t-butyl-2-methoxy-3-nitrophenyl N-t-butyl-sulfonamide (8.0 g) and 10% Palladium on charcoal (1.1 g) in dry methanol (80 ml) under nitrogen. The mixture was stirred at ambient temperature for 1 hour and then filtered through diatomaceous earth. The filtrate was concentrated and taken up into a mixture of ethyl acetate and water. The organic layer was separated and dried over sodium sulphate. After removal of solvent and recrystallization from aqueous ethanol the title compound was obtained as white crystals (6.9 g).

후처리

  1. temperaturecooled
  2. stirringThe mixture was stirred at ambient temperature for 1 hour
  3. filtrationfiltered through diatomaceous earth
  4. concentrationThe filtrate was concentrated
  5. additiontaken up into a mixture of ethyl acetate and water
  6. customThe organic layer was separated
  7. dry with materialdried over sodium sulphate
  8. customAfter removal of solvent and recrystallization from aqueous ethanol the title compound

출처 및 근거

ORD 기록
ord-60259e4b53de4df2a0f4a52402df0d5c
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04929269

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