By attempts to construct new antimicrobial agents, a series of mono-and dibromo of 3 0 -(oxiranyl, hydrazide, oxadiazolo and pyrazolo)-methylene-spiro [isobenzofuran-1,2 0 -quinazoline]-3,4 0 (3 0 H)-dione derivatives were synthesized through the interaction between 6-bromo and/or 6,8-dibromo-spiroiso-benzofuran-1,2 0 -quinazolindione with carbon electrophiles, namely, ethyl chloroacetate, epichlorohydrin, chloroacetyl chloride and phosphorus pentasulfide (P 2 S 5 ). Reaction of ethylester of spiroquinazolindione with hydrazine hydrate under MW-US and UV reaction condition (green tool saves time and energy) to afford spiroquinazolindione hydrazide that used as preparatory materials for the synthesis of novel spiroquinazolin-dione. Most of the created compounds were evaluated in vitro for their antibacterial and antifungal activity.The 6-bromo or 6,8-dibromo quinazolin-3,4-dione nucleus bears oxirane hydrazino acetyl, hydrazide, oxadiazole and pyrazole moieties at position (3) and were the most potent against the gram-positive bacteria, gram-negative bacteria, and fungi comparable to Chloramphenicol and Fluconazole.