5-Bromoisoquinoline → 7-Bromoisoquinoline N-oxide hydrochloride

HRID 1279017Notes

Reaction equation

HRID 1279017 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[CH:9]2)=[CH:4][CH:3]=1.BrC1C=CC=C2C=1C=CN=C2.[ClH:23].BrC1C=C2C(=CC=1)C=[N+]([O-:35])C=C2.Cl.BrC1C=CC=C2C=1C=C[N+]([O-])=C2>>[ClH:23].[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N+:8]([O-:35])=[CH:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 7364875-BromoisoquinolineHCID 122574417-Bromoisoquinoline2×HCID 226656306-Bromoisoquinoline N-oxide hydrochlorideHCID 226657075-bromoisoquinoline N-oxide hydrochloride

Product 1

HCID 226659267-Bromoisoquinoline N-oxide hydrochloride

Procedure

Compound 37a was prepared from 7-bromoisoquinoline (Tyson, F. L., J. Am. Chem. Soc. 61, 183 (1939), this procedure gave a mixture of 7-bromoisoquinoline and 5-bromoisoquinoline) using the procedure described for 1a. The title compound was contaminated with the 5-bromo-isoquinoline N-oxide hydrochloride. M.p. 107.0-112.5° C.

Workup

  1. custom61, 183 (1939), this procedure gave

Sources & evidence

ORD record
ord-a839a4bcdbed4313aa6e1720c83202e1
Source dataset
uspto-grants-2002_09
Patent number
US06444672B1

Reaction notes

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