Synthesis of new derivatives of 2,3-dicyano-imidazo[1,2-a]pyrimidine from 4-hydroxy-6-methylpyran-2-ones

The reactions of 2-amino-4,5-dicyanoimidazole 1 with lactone 2 in refluxing alcohol has been carried out for the first time and afforded imidazo(1,2-a)pyrimidines 4 and 5a-d. Condensation of compound 1 with 3-acetyl-4-hydroxy-6-methylpyran-2-one in refluxing n-butanol afforded bis(imidazopyrimidine) derivative 6. Reaction of hydrazine hydrate with ester 5 yielded the corresponding hydrazides 8. Condensation of o-phenylenediamines 9 with compound 5 in refluxing xylene or with hydrazides by melting reagents afforded 2,3-dicyano-5-(benzimidazol- 2-yl)methyl-7-methylimidazo(1,2-a) pyrimidines 10a-d.