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

HRID 1017511

反応式

HRID 1017511 の反応式
[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]

参加物

3

反応物 2

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

生成物 1

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

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-ec98cb78c4c44e769756742f51161f61
出典データセット
uspto-grants-2002_11
特許番号
US06479499B1

関連ノート

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