A Convenient and Facile Hantzsch Synthesis of Aryl Imidazo[1,2-b]Isoxazolyl-N-aryl Thiazol Amines

Abstract

The Hantzsch synthesis of novel aryl imidazo[1,2-b]isoxazolyl-N-aryl thiazol amines 5 analogues were described. Reaction of 3-aminoisoxazole 1 with substituted phenacyl bromides 2 in dry ethanol afforded the corresponding 6-methyl-3-arylimidazo[1,2-b]isoxazoles 3 in good yields. Compounds 3 on reaction with chloroacetyl chloride in 1,4-dioxane furnished the corresponding 2-chloro-1-(6-methyl-3-arylimidazo[1,2-b]isoxazol-2-yl)ethanones 4. Compounds 4 on heating with N-aryl thioureas in an oil bath underwent cyclization to afford the title compounds viz., imidazo[1,2-b]isoxazolyl-N-aryl thiazol amines 5 in moderate to good yields by Hantzsch synthesis.