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Synthesis of hydrazones derived from 2‐substituted‐10‐carboxyphenothiazine hydrazides
Author(s) -
Tsitsa P.,
PsarreaSandris A.,
Sandris C.
Publication year - 1987
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570240632
Subject(s) - chemistry , yield (engineering) , nitrogen atom , ring (chemistry) , amide , hydrazone , ethanol , medicinal chemistry , organic chemistry , nitrogen , reaction conditions , catalysis , materials science , metallurgy
Abstract 2‐Substituted‐10‐carboxyphenothiazine hydrazides 3 were found to yield hydrazones 5 on reaction with aromatic aldehydes. However, a similar reaction of hydrazides 3 with aliphatic ketones in refluxing ethanol failed to give the expected hydrazones 6 . The corresponding phenothiazines 1 were isolated in this reaction, apparently through alcoholysis of the amide bond to the ring nitrogen atom in 3 .