Abstract

SYNTHESIS AND CHARACTERIZATIONS OF NOVEL THIOCARBOHYDRAZIDE DERIVATIVES OF DISUBSTITUTED NARYL MALEIMIDES

Sunita A. Chaudhari (Patil)*, Vasant M. Patil, Keshav A. Mahale, Sambhaji V. Patil, Vishwanath R. Patil

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Abstract

The compound 1a-c was reacted with bromine in DMF to obtained dibromosuccinimide 2a-c. The compound 2a-c was reacted with pyrrolidine to obtained monobromo compound. 3-bromo-1-(4- halophenyl)-1H-pyrrole-2,5-dione as an intermediate compound. The compound 1-(4-halophenyl)-2,5-dihydro-2,5-dioxo-1-phenyl-4- (pyrrolidin-1-yl)-1H-pyrrole 3a-c further on Vilsmeier Haack formylation afforded compound 4a-c with good yield. The condensation of 1- (4-halophenyl)-2,5-dihydro-2,5-dioxo-1-phenyl-4- (pyrrolidin-1-yl)-1H–pyrrole -3- carbaldehyde 4a-c with thiocarbohydrazide in ethanol in presence of acetic acid furnished compound 5a-c with 78% yield. All the synthesized compounds were well characterized by spectral and analytical data.

Keywords: Maleimide, pyrrolidine, Vilsmeier Haack Formylation, Thiocarbohydrazide.