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Abstract SUMMARY A number of substituted dihydropyrimidine and thiazole based pyrimidine nucleus and their sugar derivatives were synthesized. Compound 1 was reacted with urea,thiourea and/or semicarbazide,thiosemicarbazide to give the substituted tetra hydro pyrimidine derivatives 2a,b and 3a,b respectively. H3C O O Cl NH HN Cl X O H3C 2a; X=O 2b; X=S H2N X NH2 KOH/ EtOH 1 2a,b Summary b Reaction of 1 with diethylamine in ethanol produced 2.1.2 3-(4-Chlorophenyl)-3- (diethylamino)-1-(p-tolyl) prop-2-en-1-one (4) Reaction of 1 with Carbon disulfide in alcoholic sodium hydroxide afforded the (4-(4-Chlorophenyl)-2-thioxo-1,3-oxathiolan-5-yl)(p-tolyl)methanone (5) Aminothioxopyrimidine 3b reacted with the monosaccharides; D-glucose or Dgalactose as six carbon sugars and D-xylose as five carbon sugars, in ethanol and few drops of glacial acetic acid, compounds 6-8, respectively have been afforded which have been shown to incorporate sugar moieties in the cyclic form. Summary c The acetylated derivatives 9-11 were produced by acetylation of compounds 6-8 with acetic anhydride in dry pyridine. Compound 2b was reacted with formaldhyde in the presence of pipridine to give the corresponding Mannich base derivatives. Summary d The ester 13 was produced by the reaction of 2b with ethyl chloroacetate, in the presence of anhydrous potassium carbonate. NH HN Cl O S H C 2b N N Cl O S OCH CH O H C 13 ClCH COOEt The thiazolo[3,2-a]pyrimidine-3,6(2H,7H)-dione 14 was prepared from compound 2b in one step by heating with chloroacetic acid and chlorobenzaldhyde in acetic acid/acetic anhydride mixture in the presence of sodium acetate. |