A variety of some new substituted 4-amino-4-(bromomethyl)butolides (4a-g) have been synthesized by reactions 4-(Bromomethyl)but-2-enolide (2) with some (substituted benzylidene) benzene-1,4-diamine (3a-g) in the presence of absolute ethanol as a solvent to give the Michael addition products, while in the case of its reaction in the presence of pyridine as a solvent and base be added to the β- and - positions to be yield substituted 4-amino-4-(aminomethyl)butolides (5a-g). 4-(Bromomethyl)but-2-enolide (2) is prepared by the reaction 3,3-dimethylacrylic acid and N-bromo succinimide with benzoyl peroxide to give 3,3-Bis(bromomethyl)acrylic acid (1) and then the ring-closure reaction is carried out in basic media. All newly synthesized compounds were confirmed by spectral analysis and the corresponding reactions were monitored by TLC.