Bisheterocyclic synthesis and antimicrobial studies on some biologically significant 2-[N- (3' -chloro-4' -substituted azetidinone-2)] amino-4-hydroxypurines

Abstract

Present communication describes the synthesis of a series of 2-[N- (3'-chloro-4'-substituted azetidinone-2)]amino-4-hydroxypurines <b>4a-h</b>. 2-Amino-4-hydroxypurine <b>2</b> formed by the [4+1] cycloaddition of 2, 5, 6-triamino-4-

hydroxypyrimidine with formic acid is subjected to diazotisation followed by coupling with an appropriate active methylene compound under alkaline conditions. The product is treated with chloroacetyl chloride in the presence of triethyl amine and 1, 4-dioxane to yield 2-[N- (3'-chloro-4'-substituted azetidinone-2)]amino-4-hydroxypurines <b>4a-h</b>. The structures of the compounds have been established on the basis of spectroscopic data. All the compounds have been tested for their antimicrobial activity against <i>B.subtilis, E.coli, P.diminuta, S.aureus </i>and <i>B.pumilus. </i>They show significant antimicrobial activity.