Hydrogen Bromide → 1,4-Dibromoisoquinoline

Reaction equation

[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[BrH:12]>>[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([Br:12])=[CH:4][N:3]=1

Participants

Reactant 2

HCID 260Hydrogen Bromide

HCID 6409631-Bromoisoquinoline

Product 1

HCID 6409811,4-Dibromoisoquinoline

Procedure

The starting material was prepared by reaction of 1-bromoisoquinoline with HBr to give 1,4-dibromoisoquinoline, m.p. 95°-96°, followed by reaction of this compound with trimethyloxonium tetrafluoroborate in CH2Cl2 to give 1,4-dibromo-2-methylisoquinolinium tetrafluoroborate; n.m.r. in solvent A: 3.5(s, 3H); 7.2-8.4(m, 5H).

Sources & evidence

ORD record: ord-0a4a1fb55fb3423fbcaabb8d6c3586fe
Source dataset: uspto-grants-1987_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04678781

Reaction notes

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