Z. Naturforsch. 2012,
67b, 921 – 924
doi:10.5560/ZNB.2012-0182
Synthesis and Acylation of 4-Chloroalkyl-3,4-dihydropyrimidin-2(1H)-ones
Maksim A.
Kolosov,
Olesia G.
Kulyk,
Muataz
Al-Ogaili, and
Valeriy D.
Orlov
Department of Organic Chemistry, V. N. Karazin Kharkiv National University, Svobody sq., 4, 61022, Kharkiv, Ukraine
Received July 4, 2012 / published online September 20, 2012
4-Chloroalkyl-3,4-dihydropyrimidin-2(1H)-ones are useful multifunctional 3,4-dihydropyrimidine building blocks with low molecular weight and sufficient solubility, which may be modified selectively by substituents in different positions. Here we propose a simple one-pot protocol for the synthesis of these compounds, which is based on the use of common reagents viz. urea, chloroaliphatic aldehydes and 3-ketoesters. Acylation of 4-chloroalkyl-3,4-dihydropyrimidin-2(1H)-ones by carboxylic acid anhydrides leads to 3-acyl derivatives.
Key words: 3,4-Dihydropyrimidin-2(1H)-ones, Biginelli Reaction, Chloroaliphatic Aldehydes, One-pot Synthesis, Acylation