학술논문
Regiospecific Synthesis of Novel 6-Amino-5-hydroxypyridazin-3(2H)-ones.
Document Type
Article
Author
Source
Subject
*ORGANIC synthesis
*PYRIDAZINONES
*RING formation (Chemistry)
*AMINES
*ACETATES
*ACYLATION
*CHLORIDES
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Language
ISSN
0039-7881
Abstract
The synthesis of a novel class of 6-amino-5-hydroxy?pyridazin-3(2 H)-ones (3-oxo-2,3-dihydropyridazines) is described. These compounds also contain an ethoxycarbonyl moiety at the 4-position of the pyridazinone ring. They are prepared in good to moderate yields (30-72%) by the condensation of disubstituted amines with (alkylhydrazono)- or (arylhydrazono)(chloro)acetates followed by subsequent acylation with ethyl malonyl chloride and Dieckmann cyclization. An initial assessment of the scope and limitations of the new methodology is described along with the novel synthesis of several (alkylhydrazono)(chloro)acetate substrates utilized in the pyridazinone preparations. [ABSTRACT FROM AUTHOR]