Synthesis of polycyclic nitrogen-containing heterocyclic: One pot formation of 1,6-naphthyridine ring system by reaction of amino-cyano-methylthio-heterocycles with dialkyl acetyeledicarboxylates

Autor:	Kenichi Nomoto, Noriko Yoshioka, Yoshinori Tominaga
Rok vydání:	2001
Předmět:	Potassium carbonate chemistry.chemical_compound Chemistry Dimethyl sulfoxide Organic Chemistry chemistry.chemical_element Ring (chemistry) Medicinal chemistry Nitrogen
Zdroj:	Journal of Heterocyclic Chemistry. 38:1135-1141
ISSN:	1943-5193 0022-152X
DOI:	10.1002/jhet.5570380518
Popis:	Reaction of 3-amino-3-methylthio-2-cyanoacrylonitrile (1) with excess dimethyl acetylenedi-carboxylate(DMAD) in the presence of potassium carbonate in dimethyl sulfoxide gave a novel tricyclic heterocycle, hexamethyl lH-1,4,7-triazaphenalene-2,3,5,6,8,9-hexacarboxylate (5a). When one equivalent of DMAD was used in this reaction, dimethyl 4-amino-3-cyano-2-methylthiopyridine-5,6-dicarboxylate (3a), a key intermediate of 5a, was obtained.
Databáze:	OpenAIRE
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