6-Nitro-1,3-benzodioxole-5-carboxaldehyde → 6-Aminobenzo[D][1,3]dioxole-5-carboxamide

HRID 1017511

반응식

HRID 1017511 반응식
[CH2:1]1[O:11][C:10]2[C:3](=[CH:4][C:5]([N+:12]([O-])=O)=[C:6]([CH:9]=2)[CH:7]=[O:8])[O:2]1.O=[Cr](=O)(O[Cr](=O)([O-])=O)[O-].[NH+:24]1C=CC=CC=1.[NH+]1C=CC=CC=1>>[NH2:12][C:5]1[CH:4]=[C:3]2[O:2][CH2:1][O:11][C:10]2=[CH:9][C:6]=1[C:7]([NH2:24])=[O:8]

참가 물질

3

반응물 2

HCID 128406-Nitro-1,3-benzodioxole-5-carboxaldehydeHCID 2724130Cornforth reagent

생성물 1

HCID 107260536-Aminobenzo[D][1,3]dioxole-5-carboxamide

실험 절차

The mixture of 4,5-methylenedioxy-2-nitrobenzaldehyde (12) (1.0 g, 5.1 mmol) and Cornforth reagent (CrO3-pyridine-water) (40 ml) was stirred under reflux for 4 h, and then evaporated. The solid was dissolved in water, and acidified with 10% HCl. The acidified solution was extracted with EtOAc, and dried over MgSO4. After evaporation, the solid was treated as described for the preparation of 10 to afford 16 (0.7 g) as brown powder; MS m/z 180 (M+).

후처리

  1. temperatureunder reflux for 4 h
  2. customevaporated
  3. dissolutionThe solid was dissolved in water
  4. extractionThe acidified solution was extracted with EtOAc
  5. dry with materialdried over MgSO4
  6. customAfter evaporation
  7. additionthe solid was treated
  8. customas described for the preparation of 10

출처 및 근거

ORD 기록
ord-ec98cb78c4c44e769756742f51161f61
출처 데이터셋
uspto-grants-2002_11
특허 번호
US06479499B1

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