ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

1,3-Dibromo-5,5-dimethylhydantoin as a useful reagent for efficient synthesis of 3,4-dihydropyrimidin-2-(1 H )-ones under solvent-free conditions

Mohammad Abdollahi-Alibeik and Zahra Zaghaghi

Department of Chemistry, Yazd University, 89195-741 Yazd, Iran

E-mail: abdollahi@yazduni.ac.ir

Received: 13 March 2008  Revised: 19 August 2008  Accepted: 2 September 2008

Abstract: Efficient syntheses of 3,4-dihydropyrimidin-2-(1H)-ones and the corresponding thioxo derivatives using 1,3-dibromo-5,5-dimethylhydantoin (DBH) catalysis of a one-pot three-component Biginelli reaction of aldehydes, ethyl acetoacetate, and urea or thiourea under microwave irradiation are described. The advantages of this method are its short reaction times, high yields of the products, inexpensive and commercially available catalyst, and solvent-free conditions. Typical isolated yields exceed 70 % for arylaldehydes (9 examples) and aliphatic aldehydes (2 examples).

Keywords: 3,4-dihydropyrimidin-2-(1H)-one - 1,3-dibromo-5,5-dimethylhydantoin - microwave irradiation - solvent-free synthesis

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-008-0084-1

Chemical Papers 63 (1) 97–101 (2009)