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

HRID 2236559Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2236559
[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

Komponenten

4

Edukt 2

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 72391,2-DichlorobenzeneLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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°

Quellen und Nachweise

ORD-Eintrag
ord-9f250f5f0ea4430fb93993dd545c7766
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07713994B2

Notizen zur Reaktion

Wird geladen…