Hydrochloric Acid → 5-bromo-6-hydroxy-2H-isoquinolin-1-one

HRID 1436014Notes

Reaction equation

HRID 1436014 reaction equation
[Br:1][C:2]1[C:11]([OH:12])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[C:7]2Cl.Cl.C[OH:16]>>[Br:1][C:2]1[C:11]([OH:12])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][NH:6][C:7]2=[O:16]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 1363374885-Bromo-1-chloro-6-hydroxyisoquinoline

Product 1

HCID 688728585-bromo-6-hydroxy-2H-isoquinolin-1-one

Conditions

Temperature
150 °C

Procedure

5-Bromo-1-chloro-6-hydroxyisoquinoline (108 mg, 0.42 mmol) was mixed with hydrochloric acid (5M, 2 ml) and heated under microwave conditions at 150° C. for 40 minutes. The cooled residue was mixed with methanol and azeotroped to dryness under reduced pressure to give 5-bromo-6-hydroxy-2H-isoquinolin-1-one El-MS: m/z=240 and 242[M+H]+.

Workup

  1. customazeotroped to dryness under reduced pressure

Sources & evidence

ORD record
ord-6c67a5743af24c3085cab17c36ada983
Source dataset
uspto-grants-2009_11
Patent number
US07618985B2

Reaction notes

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