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

HRID 2236416노트

반응식

HRID 2236416 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 72391,2-Dichlorobenzene용매

실험 절차

A solution of 8.2 g (34.1 mmol) of 2-carboxy-4,5-dimethoxybenzeneacetic acid (Tetrahedron 1975, 31, 2607) in 17 ml of conc 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 210° 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.

후처리

  1. customThe stirred mixture is boiled in an oil bath at 210°
  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°

출처 및 근거

ORD 기록
ord-654066b6eea64ad3979a17815538bf54
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07713994B2

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