N-cyclopropyl-4-methyl-3-nitrobenzamide → 3-amino-N-cyclopropyl-4-methylbenzamide

HRID 506960

반응식

HRID 506960 반응식
[CH:1]1([NH:4][C:5](=[O:16])[C:6]2[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([N+:13]([O-])=O)[CH:7]=2)[CH2:3][CH2:2]1>[Pd].C(O)C>[NH2:13][C:8]1[CH:7]=[C:6]([CH:11]=[CH:10][C:9]=1[CH3:12])[C:5]([NH:4][CH:1]1[CH2:2][CH2:3]1)=[O:16]

참가 물질

4

반응물 1

HCID 2162665N-cyclopropyl-4-methyl-3-nitrobenzamide

생성물 1

HCID 119838543-amino-N-cyclopropyl-4-methylbenzamide수율 86.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A suspension of N-cyclopropyl-4-methyl-3-nitrobenzamide (22.9 g) and 10% palladium on carbon (2 g) in ethanol (500 ml) was agitated under a hydrogen atmosphere for 16 hours. The reaction mixture was filtered through diatomaceous earth (Celite®) and the filtrate evaporated to dryness to give 3-amino-N-cyclopropyl-4-methylbenzamide as a colourless solid (17.1 g); NMR Spectrum: (DMSOd6) 0.53 (m, 2H), 0.65 (m, 2H), 2.07 (s, 3H), 2.80 (m, 1H), 6.92 (m, 2H), 7.06 (d, 1H), 8.09 (d, 1H); Mass Spectrum: M+H+ 191.

후처리

  1. filtrationThe reaction mixture was filtered through diatomaceous earth (Celite®)
  2. customthe filtrate evaporated to dryness

출처 및 근거

ORD 기록
ord-96100f28eef24866aceb466737091ed1
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786115B2

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