One-Pot Syntheses with 2-Substituted 6-Aminopyrimidin-4(3H)-ones: New 5-Aryl-5,8,9,10-tetrahydropyrimido[4,5-b]-quinoline-4,6(3H,7H)-diones and 5,5′-(Arylmethylene)-bis[6-amino-2-methylpyrimidin-4(3H)-ones]

Abstract

One-pot condensation of 2-substituted 6-aminopyrimidin-4(3H)-ones with aromatic aldehydes and 5,5-dimethylcyclohexane-1,3-dione (dimedone) in acetic acid without a catalyst afforded new substituted 5-aryl-5,8,9,10-tetrahydropyrimido[4,5-b]quinoline-4,6(3H,7H)-diones in good yields. The condensation of 2-memyl-6-aminopyrirnidin-4(3H)-one with aromatic aldehydes at a molar ratio of 2:1 under similar conditions led to the exclusive formation of uncyclized 5,5′-(arylmemylene)bis[6-amino-2-methylpyrimidin-4(3H)-ones].