Bromine → HCID 178515482, compound

HRID 1196558Notes

Reaction equation

HRID 1196558 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[Br:12]Br>C(O)(=O)C>[Br:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([OH:1])[CH:11]=[CH:10]2

Participants

4

Reactant 2

HCID 24408BromineHCID 178515546HCID 178515546, compound

Product 1

HCID 178515482HCID 178515482, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2-Hydroxyquinoline (ex. Aldrich) was treated with bromine in acetic acid to give 6-bromo-2-hydroxyquinoline (Paolo and Gianlorenzo, Chem. Abs., 63, 5602C, 1965). The latter was treated with phosphorous oxychloride and phosphorous pentachloride at 90° to give 6-bromo-2-chloroquinoline. The latter was converted to the title compound by analogy with compound 33.

Sources & evidence

ORD record
ord-588d08d3abc1468da26bd139cae8d222
Source dataset
uspto-grants-1992_05
Patent number
US05114940

Reaction notes

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