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Synthesis and characterization of some N-mannich bases of [1,2,3]triazoloquinolines

✍ Scribed by Maria Grazia Ferlin; Gianfranco Chiarelotto; Ignazio Castagliuolo

Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
158 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Some novel N‐Mannich bases of [1,2,3]‐triazolo[4,5‐f] and [4,5‐h]quinolines were synthesized following the classical experimental procedure for Mannich base preparation: triazoloquinoline with formaldehyde and secondary amine. Tricyclic nuclei were obtained starting from two protected isomeric amino‐quinolines, which were nitrated, reduced and diazotated. Two N‐anilinomethyltriazoloquinolines were also synthesized via the N‐hydroxymethyl intermediate.

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Synthesis and Reactivity of Some Mannich Bases. Part 7. Synthesis of 3-(2-Dialkylaminoethyl)-1,2-benzisoxazoles. -Acetylation of the oximes (I) and direct basic treatment of the resulting Mannich base oxime acetates (III) yields the 1,2-benzisoxazoles (IV), required as pharmaceutical agents. -(COMA