Synthesis and structural study of a new series of 2-methylsulfanyl-tetrahydropyrimidines from β-alkoxyvinyl trihalomethyl ketones

✍ Scribed by Nilo Zanatta; Claudia C. Madruga; Patricia C. Marisco; Luciana S. Da Rosa; Liana Da S. Fernandes; Darlene C. Flores; Alex F. C. Flores; Robert A. Burrow; Helio G. Bonacorso; Marcos A P. Martins

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2008
• Tongue: English
• Weight: 481 KB
• Volume: 45
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570450127

✦ Synopsis

Abstract

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This work describes the synthesis of a novel series of 2‐methylsulfanyl‐tetrahydropyrimidines, from the cyclocondensation reaction of β‐alkoxyvinyl trihalomethyl ketones with 2‐methyl‐2‐thiopseudourea sulfate, in good yields. A detailed ^1^H‐ and ^13^C‐NMR study was performed on the 2‐methylsulfanyl‐tetrahydropyrimidines obtained and 3D structures were proposed based on AM1 calculations supported by ^1^H NMR coupling constants and NOESY experiments.