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N-t-butoxycarbonyl-N-methyl-5-methoxy-2-nitroaniline → tert-butyl N-(2-amino-5-methoxyphenyl)-N-methylcarbamate

HRID 353489
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HRID 353489 반응식
[C:1]([O:5][C:6](=[O:20])[N:7]([C:9]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:10]=1[N+:17]([O-])=O)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[H][H]>C1(C)C=CC=CC=1.[Pd]>[C:1]([O:5][C:6](=[O:20])[N:7]([C:9]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:10]=1[NH2:17])[CH3:8])([CH3:4])([CH3:2])[CH3:3]
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참가 물질

5

반응물 2

HCID 15544600N-t-butoxycarbonyl-N-methyl-5-methoxy-2-nitroanilineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 10198914tert-butyl N-(2-amino-5-methoxyphenyl)-N-methylcarbamate수율 85%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 1140Toluene용매

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온도
40 °C

실험 절차

To a suspension of N-(5-methoxy-2-nitrophenyl)-N-methylcarbamic acid t-butyl ester (5.8 g) in toluene (55 ml) was added 7.5% palladium on carbon (1.2 g, which contain 50% water) and the air of the reaction vessel was replaced with nitrogen and the mixture was stirred under a hydrogen atmosphere at 40° C. for 3 hours. After the reaction the mixture was cooled to room temperature and the hydrogen in the reaction vessel was replaced with nitrogen. The palladium on carbon was removed by filtration and the filtrate was evaporated in vacuo to 22 ml. To this solution was slowly added methylcyclohexane (44 ml) and the precipitated crystals were filtered to give the title compound (4.4 g, yield 85%).

후처리

  1. customAfter the reaction the mixture
  2. temperaturewas cooled to room temperature
  3. customThe palladium on carbon was removed by filtration
  4. customthe filtrate was evaporated in vacuo to 22 ml
  5. filtrationthe precipitated crystals were filtered

출처 및 근거

ORD 기록
ord-ba37c69add4646ebbf8a27a6af60593e
출처 데이터셋
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06753347B2

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