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

HRID 1651476ノート

反応式

HRID 1651476 の反応式
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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-60259e4b53de4df2a0f4a52402df0d5c
出典データセット
uspto-grants-1990_05
特許番号
US04929269

反応ノート

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