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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Synthesis of heterocyclics via enamines. VI. Acid-catalysed transformation of 4,6,6-Trimethyl-3,6-dihydropyrimidine-2-thiols. Functionalized cyclic enamines

H Singh, P Singh and RK Mehta

Australian Journal of Chemistry 31(10) 2307 - 2312
Published: 1978

Abstract

On heating with HCl or H2SO4, 4,6,6-trimethyl-3-phenyl-3,6- dihydropyrimidine-2-thiol (1; R = Ph) formed phenylthiourea and 4,6,6- trimethyl-2-phenylamino-6H-1,3-thiazine (3; R = Ph) and not 4,4,6- trimethyl-2-phenylamino-4H-1,3-thiazine (2; R = Ph) as reported by Ignatova. In a similar reaction, 4,6,6-trimethyl-3,6-dihydropyrimidine- 2-thiol gave thiourea, 2-amino-4,6,6-trimethyl-6H- 1,3-thiazine (3; R = H) and 4,6,6-trimethyl-4-(4',4',6'-trimethyl-1',4'-dihydropyrimidin-2'-ylthio)-tetrahydropyrimidine-2(1H)-thione (9).

https://doi.org/10.1071/CH9782307

© CSIRO 1978

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