153896-54-9Relevant academic research and scientific papers
Synthesis of azetidinones and thiazolidinones from hydrazinopyrimidine as potential antimicrobial agents
Parmar,Modha,Parikh
, p. 440 - 444 (2007/10/03)
6-p-Anisyl-5-cyano-2-hydrazino-3-N-methyl-3,4-dihydropyrimidin-4-one 3 on treatment with different aromatic aldehydes yields schiffs bases 4a-q which on reaction with chloroacetyl chloride and Et3N in dioxane furnishes respective 2-azetidinones 5a-g. Compounds 4a-q on cyclisation with thioglycolic acid afford corresponding 4-thiazolidinones 6a-l. All the products have been evaluated for their in vitro growth inhibitory activity against several microbes like B. megaterium, B. subtili's, E. coli, Ps. fluorescens and A. awamori. The structures of the products 4a-q, 5a-g and 6a- l have been elucidated by elemental analyses and spectral data.
Synthesis of Pyrimidinone Ring Derivatives
Rashed, N.,Mousaad, A.,Saleh, A.
, p. 393 - 398 (2007/10/02)
Cyclodehydrogenation of the benzalhydrazino derivatives 5 and 6 gave 6-cyano-7-(4-methoxyphenyl)-2-phenyl-5-oxo-1,2,4-triazolopyrimidine (8) and 6-cyano-7-(4-methoxyphenyl)-4-methyl-2-phenyl-5-oxo-1,2,4-triazolopyrimidine (9) respectively.Methylation, acetylation and benzylation of 8 gave the corresponding N-methyl, acetyl and benzyl derivatives 10-12.Methylation of 5 with dimethylsulfate gave 2-benzalhydrazino-5-cyano-3-methyl-6-(4-methoxyphenyl)-3,4-dihydropyrimidin-4-one (6), of which the reaction with acetic anhydride in pyridine afforded the N-acetylbenzalhydrazino derivative 15.The latter was also prepared from acetylation of 5 followed by methylation with iodomethane.Acetylation of 5 with boiling acetic anhydride afforded the diacetyl derivative 16, whereas its benzylation gave the mono-N-benzyl derivative 14.Keywords: fused bicyclic triazolopyrimidinone rings; 1,2,4-triazolopyrimidinones; pyrimidin-4-one; hydrazine; rearrangement
