3,4-Dimethoxy-6-nitrobenzamide → 2-Amino-4,5-dimethoxybenzamide

HRID 61606

反応式

HRID 61606 の反応式
[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[CH:10][C:6]([C:7]([NH2:9])=[O:8])=[C:5]([N+:14]([O-])=O)[CH:4]=1.[H][H]>[Pd].COCCOC.CO>[NH2:14][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[C:11]([O:12][CH3:13])=[CH:10][C:6]=1[C:7]([NH2:9])=[O:8]

参加物

5

反応物 2

HCID 27361933,4-Dimethoxy-6-nitrobenzamideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 108672362-Amino-4,5-dimethoxybenzamide

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 86595564Dimethoxyethane methanol溶媒

実験手順

A suspension of 4,5-dimethoxy-2-nitrobenzamide (5.8 g, 25.6 mmol) in a 1:1 mixture of DME/MeOH (total volume 200 ml) and 10% Pd/C (0.7 g) was hydrogenated at RT using a balloon filled with hydrogen gas. The reaction was stirred for 16 h and the reaction mixture filtered through Celite®. The pad of Celite® was washed with a 1:1 mixture of MeOH/CH2Cl2 (200 mL). The filtrate was then concentrated in vacuo and dried under high vacuum overnight to give 2-amino-4,5-dimethoxybenzamide. (5.0 g, 25.5 mmol, 99%). HPLC retention time 2.303 mins.

後処理

  1. customwas hydrogenated at RT
  2. filtrationthe reaction mixture filtered through Celite®
  3. washThe pad of Celite® was washed with a 1:1 mixture of MeOH/CH2Cl2 (200 mL)
  4. concentrationThe filtrate was then concentrated in vacuo
  5. customdried under high vacuum overnight

出典と根拠

ORDレコード
ord-1f810bb924f74376be843cc8a7b76c98
出典データセット
uspto-grants-2016_09
特許番号
US09440961B2

関連ノート

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