2,4-diamino-1-thia-3-azabutadienes, intermediates in heterocyclic synthesis

Authors
Friot, C Reliquet, A Reliquet, F Meslin, JC
Citation
C. Friot et al., 2,4-diamino-1-thia-3-azabutadienes, intermediates in heterocyclic synthesis, PHOSPHOR SU, 156, 2000, pp. 135-149
Citations number
13
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
ISSN journal
10426507 → ACNP
Volume
156
Year of publication
2000
Pages
135 - 149
Database
ISI
SICI code
1042-6507(2000)156:<135:2IIHS>2.0.ZU;2-Z
Abstract
2,4-Diamino-1-thia-3-azabutadienes 1 were studied. Methylation occurred at sulfur and acylation at nitrogen bound to the 2 position. Alkylation by alp ha-bromoketones gave rise to 2-amino-5-acylthiazoles. Upon treatment with a crylic dienophiles compounds 1 reacted either as diazadiene or as thiazadie ne yielding tetrahydropyrimidinethiones or 6H-1,3-thiazines respectively.