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Reactions of methyl 2-(benzyloxycarbonyl)amino-3-dimethylaminopropenoate and related compounds with hydrazines. Regiospecific synthesis of 1-substituted-4-amino-substituted-1H-pyrazol-5-(2H)-ones

✍ Scribed by Lucija Jukić Soršak; Gorazd Soršak; Renata Toplak; David Bevk; Jurij Svete; Branko Stanovnik

Publisher
Journal of Heterocyclic Chemistry
Year
2006
Tongue
English
Weight
519 KB
Volume
43
Category
Article
ISSN
0022-152X

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✦ Synopsis

In this paper the regiospecific transformations of methyl 2-(benzyloxycarbonyl)amino-3-dimethylaminopropenoate (1) with hydrazine, alkyl-, aryl-and heteroaryl-substituted hydrazines via the corresponding hydrazones 12-16 into pyrazoles 17-25 are described. Heteroaryl-substitued hydrazones 13-16 afforded by oxidation with bromine or lead tetraacetate the corresponding substituted (1,2,4-triazolo[4,3-b]pyridazin-3yl)glycinates 27-30. Alkyl 2-(2,2-disubstituted-1-ethenyl)amino-3-dimethylaminopropenoates 31-33 gave with hydrazines alkyl 2-[2,2-(disubstituted)ethenyl]amino-3-heteroarylhydrazonopropanoates 40-48 and 2alkyl 2,3-bis((hetero)arylhydrazono)propanoates 51-55.

📜 SIMILAR VOLUMES

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