Ammonium Hydroxide → 6,7-Dimethoxyisoquinoline-1,3(2H,4H)-dione

HRID 2236559ノート

反応式

HRID 2236559 の反応式
[C:1]([C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[CH:6][C:5]=1[CH2:14][C:15]([OH:17])=O)(O)=[O:2].[NH4+:18].[OH-]>ClC1C=CC=CC=1Cl>[CH3:13][O:12][C:7]1[CH:6]=[C:5]2[C:4](=[CH:9][C:8]=1[O:10][CH3:11])[C:1](=[O:2])[NH:18][C:15](=[O:17])[CH2:14]2

参加物

4

反応物 2

HCID 14923Ammonium HydroxideHCID 33079222-(carboxymethyl)-4,5-dimethoxybenzoic acid

生成物 1

HCID 157656976,7-Dimethoxyisoquinoline-1,3(2H,4H)-dione

試薬・触媒・溶媒 1

HCID 72391,2-Dichlorobenzene溶媒

実験手順

A solution of 8.2 g (34.1 mmol) of 2-carboxy-4,5-dimethoxybenzeneacetic acid (Tetrahedron 1975, 31, 2607) in 17 ml of concentrated NH4OH is evaporated to dryness. This operation is repeated. The resulting tan solid ammonium salt is suspended in 34 ml of 1,2-dichlorobenzene. The stirred mixture is boiled in an oil bath at 2100 while collecting some distillate during 90 m. The cooled mixture is stirred in hexane and H2O, and the resulting solid is collected by filtration. The white solid is stirred in satd NaHCO3 for 15 m, filtered, washed with H2O, and dried to give 3.45 g (46%), mp 234-238°; MS (ES−) m/z 220.1 (M−H)−1.

後処理

  1. customThe stirred mixture is boiled in an oil bath at 2100
  2. distillationwhile collecting some distillate during 90 m
  3. filtrationH2O, and the resulting solid is collected by filtration
  4. stirringThe white solid is stirred in satd NaHCO3 for 15 m
  5. filtrationfiltered
  6. washwashed with H2O
  7. customdried
  8. customto give 3.45 g (46%), mp 234-238°

出典と根拠

ORDレコード
ord-9f250f5f0ea4430fb93993dd545c7766
出典データセット
uspto-grants-2010_05
特許番号
US07713994B2

反応ノート

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