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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 22
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Original Articles

Synthesis of Polysubstituted Pyrimidines from Ketene Dithioacetals Using KF/Al2O3 Catalyst

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Pages 3989-3995 | Received 12 May 2003, Published online: 19 Aug 2006
 

Abstract

KF/Al2O3 was first used to catalyze the synthesis of 2-alkylthio-4- amino-5-cyano-6-methylthiopyrimidines 3a–f via the reaction of the ketene dithioacetals 1 (prepared from malononitrile) with isothiuronium salts 2a–f. Six pyrimidine compounds were prepared and all of their structures were confirmed by elemental analysis, 1H NMR, and IR. The reaction conditions (solvents, catalyst amounts, and temperature) were investigated for the first time. The separation yield reached 89%.

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