Document Type

Article

Keywords

Degradation of 4-halo-8-quinolinols in DMSO and DMF, 4-Halo-8-quinolinols stable in pyridine-d5, 5-Chloro-4,8-quinolindiol, 5-Bromo-4,8-quinolindiol, 3,5-Dibromo-4,8-quinolindiol

Disciplines

Biochemistry

Abstract

Polyhalo-8-quinolinols with chlorine or bromine in position 4 were not stable in DMSO or DMF. The degradation product from 4,5-dichloro-8-quinolinol was 5-chloro-4,8-quinolindiol and the major product from 4,5-dibromo-8-quinolinol was 3,5-dibromo-4,8-quinolindiol. 4,5,7-Trichloro- and 4,5,7-tribromo-8-quinolinols yielded similar hydrolytic products, and for the bromo compound, a rebrominated product in DMSO. In DMF rebrornination did not occur. In pyridine-d5 these reactions did not take place, indicating a special ability of DMSO and DMF to cause such hydrolysis at position 4 of 4-halo-8-quinolinols

Article Number

1049

Publication Date

2003

Comments

Monatshefte für chemie 134:1099-1104. http://0-dx.doi.org.library.simmons.edu/10.1007/s00706-003-0026-0

Included in

Biochemistry Commons

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