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

HRID 1821604Notes

Reaction equation

HRID 1821604 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-027dfe6e5d574d22aefac7a9fefe4a46
Source dataset
uspto-grants-2009_10
Patent number
US07608592B2

Reaction notes

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