Preparation and fungitoxicity of 3,6-dichloro- and 3,6-dibromo-8-quinolinols / H. Gershon, D. D. Clarke, and M. Gershon Department of Chemistry, Fordham University, Bronx, NY 10458, USA New York Botanical Garden, Bronx, NY 10458, USA

Authors

Herman Gershon, New York Botanical Garden. Harding Laboratory
Donald Dudley Clarke PhD, Fordham UniversityFollow
Muriel Gershon, New York Botanical Garden. Harding Laboratory

Document Type

Article

Keywords

3,6-dichloro-8-nitroquinoline, 3,6-dibromo-8-nitroquinoline, 8-amino-3,6-dichloroquinoline, 8-amino-3,6-dibromoquinoline, 3,6-dichloro-8-quinolinol, 3,6-dibromo-8-quinolinol, 1H NMR spectra

Disciplines

Biochemistry

Abstract

3,6-Dichloro- and 3,6-dibromo-8-quinolinols were prepared by direct halogenation of 8-nitroquinoline by N-halosuccinimide in acetic acid or by halogenation of the corresponding 6-halo-8-nitroquinoline prepared via a Skraup reaction. The nitro group was reduced to amino and the amine was hydrolyzed to the phenol in 70% sulfuric acid at 220 °C. The fungitoxicity of 3,6-dichloro- and 3,6-dibromo-8-quinolinols, as well as intermediates in their preparation, against Aspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride, and Mucor cirinelloides was determined. 3,6-dichloro-8-quinolinol is the most fungitoxic analogue of this class of compounds observed to date

Article Number

1058

Publication Date

1994

Recommended Citation

Gershon, Herman; Clarke, Donald Dudley PhD; and Gershon, Muriel, "Preparation and fungitoxicity of 3,6-dichloro- and 3,6-dibromo-8-quinolinols / H. Gershon, D. D. Clarke, and M. Gershon Department of Chemistry, Fordham University, Bronx, NY 10458, USA New York Botanical Garden, Bronx, NY 10458, USA" (1994). Chemistry Faculty Publications. 59.
https://research.library.fordham.edu/chem_facultypubs/59

Comments

Monatshefte für chemie 125:723-730. http://dx.doi.org/10.1007/BF01277632