Synthesis of Some New Thiazolo[3,2-a]pyrimidine Derivatives and Their Applications as Disperse Dyes

Abstract

A series of novel thiazolo[3,2-a]pyrimidine derivatives were synthesized by using beta-ketoanilides 1a-c as starting materials and as key intermediates for preparation of new pyrimidinecompounds 3a-e and fused heterocyclic pyrimidine derivatives 5a-c. The new compounds were transformed to disperse dyes 6a,b and 7. The chemical structures were elucidated by spectroscopic and elemental analyses and found to be in good agreement with the proposed structures. The versatility of compounds 6a,b and 7 for textile dyeing as disperse dyes was reported. The synthesized dyes were applied to polyester fabrics by using high temperature dyeing method at 120 degrees C. The dye uptake expressed as color strength (k/s) of the dyed samples has been measured. Moreover, the color strength was examined in detail. In addition, the position of color in CIELAB coordinates (L*, a*, b*, h, and C*) was assessed. The color fastness of the dyed samples gave excellent results for washing and rubbing; however, the light fastness was moderate. Raman spectra of dyed samples unequivocally excluded ring dyeing and found to match with the proposed structures.