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New syntheses of 5,6- and 7,8-diaminoquinolines.

ABSTRACT: The synthesis of 5,6- and 7,8-diaminoquinoline derivatives starting from angularly annelated selenadiazoloquinolones is presented. Simple chlorination of the pyridone ring followed by reductive deselenation of the 1,2,5-selenadiazole ring afforded novel 4-chloro-o-diaminoquinolines. Dechlorination of 4-chloro-7,8-diaminoquinoline gave 7,8-diaminoquinoline hydrochloride which was successfully employed as starting material in the synthesis of condensed nitrogen heterocycles.

SUBMITTER: Bella M

PROVIDER: S-EPMC3869217 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

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New syntheses of 5,6- and 7,8-diaminoquinolines.

Bella Maroš M Milata Viktor V

Beilstein journal of organic chemistry 20131127

The synthesis of 5,6- and 7,8-diaminoquinoline derivatives starting from angularly annelated selenadiazoloquinolones is presented. Simple chlorination of the pyridone ring followed by reductive deselenation of the 1,2,5-selenadiazole ring afforded novel 4-chloro-o-diaminoquinolines. Dechlorination of 4-chloro-7,8-diaminoquinoline gave 7,8-diaminoquinoline hydrochloride which was successfully employed as starting material in the synthesis of condensed nitrogen heterocycles. ...[more]

PMID: 24367431

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