A Convenient Synthesis of 4, 6-Dimethyl-2-(Methylsulfonyl)Pyrimidine. (December 2013)

• Record Type: Journal Article
• Authors: Xu, Defeng; Zhu, Zhiling; Wang, Ziqiao
• Is Part Of: Journal of chemical research. Volume 37:Number 12(2013)
• Page Start: 720
• Page End: 721
• Publication Date: 2013-12
• Subjects: cyclocondensation reaction -- methylation -- dimethyl carbonate -- s-oxidation -- phase transfer catalyst; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751913X13824447710542
• Languages: English
• ISSNs: 1747-5198

Abstract

A convenient and efficient three-step synthesis of 4, 6-dimethyl-2-(methylsulfonyl) pyrimidine can be achieved by cyclocondensation of acetylacetone and thiourea in the presence of hydrochloric acid to yield 4, 6-dimethyl-1-merc aptopyrimidine, methylation with dimethyl carbonate and tetrabutylammonium bromide to give 4, 6-dimethyl-2-methyl thiopyrimidine, and oxidation with hydrogen peroxide, sodium tungstate and tetrabutylammonium bromide to afford the title compound in an overall yield of 75%.