Ammonium Hydroxide → 6-Methoxy-3-methylisoquinolin-1(2H)-one

HRID 1895869Notes

Reaction equation

HRID 1895869 reaction equation
[C:1]([CH:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:14][CH3:15])[CH:12]=2)[C:7](=O)[O:6]C1=O)(=O)[CH3:2].[NH4+:18].[OH-]>>[CH3:15][O:14][C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:6])[NH:18][C:1]([CH3:2])=[CH:4]2

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 578931304-Acetyl-6-methoxy-1H-2-benzopyran-1,3(4H)-dione

Product 1

HCID 123270606-Methoxy-3-methylisoquinolin-1(2H)-oneYield 74%

Procedure

Cyclic anhydride 42 (405 mg; 1.73 mmol) was dissolved in aqueous NH4OH and heated at reflux for 1.5 h. The mixture was cooled to RT and the solid was filtered then dried overnight to give 270 mg (74%) of the title compound.

Workup

  1. temperatureheated
  2. temperatureat reflux for 1.5 h
  3. filtrationthe solid was filtered
  4. customthen dried overnight

Sources & evidence

ORD record
ord-346be20ffc7f4ac2a96728ff22d71394
Source dataset
uspto-grants-2013_08
Patent number
US08518874B2

Reaction notes

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