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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Nucleophilic Substitution Reactions in Benzo[C][1,8]naphthyridines. II.

P Cherubim and LW Deady

Australian Journal of Chemistry 43(8) 1469 - 1473
Published: 1990

Abstract

3-Chloro-1-methyl-6-(p- methylphenoxy ) benzo [c][1,8] naphthyridine has been prepared, the reactions with various nitrogen, oxygen and sulfur nucleophiles studied, and the results compared with those for the 1- chloro-3-methyl isomer. The 6-position was more reactive for oxygen and nitrogen nucleophiles, so much so that an initially added 6-NHR group was displaced by a second R′NH2 nucleophile at least as readily as was the 3-chloro group. With p- chloro ( thiophenol ), however, the 3-chloro group was preferentially displaced.

https://doi.org/10.1071/CH9901469

© CSIRO 1990

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