Efficient synthesis of novel azo compounds based on pyrimido[4,5-e][1,3,4]thiadiazine

Abstract

Some new 5-bromo-2,4-dichloro-6-alkylpyrimidines were prepared by sequential treatment of 6-alkyl-pyrimidin-2,4(1H,3H)-diones with bromine and phosphoryl chloride. Condensation of the dithizone with 5-bromo-2,4-dichloro-6-alkylpyrimidines in alkaline acetonitrile achieved 5-alkyl-7-chloro-3-phenylazo-1-phenyl-1H-pyrimido[4,5-e][1,3,4] thiadiazines. 7-chlorine atom of these compounds was replaced by secondary amines in boiling ethanol to afford their 7-amino derivatives.  

KEY WORDS: Azo dyes, 5-Bromo-2,4-dichloro-6-alkyllpyrimidines, Dithizone, Cyclocondensation, Pyrimido[4,5- e][1,3,4]thiadiazine

Bull. Chem. Soc. Ethiop. 2012, 26(1), 115-120.

DOI: http://dx.doi.org/10.4314/bcse.v26i1.12