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Abstract

MW INDUCED SYNTHESIS OF SOME PYRIMIDINE LINKED THIADIAZOLES AND STUDY OF THEIR ANTIMICROBIAL PROPERTIES

Kalpana A. Palaspagar and Pradip P. Deohate*

ABSTRACT

The series of some interesting heterocyclic scaffolds (5-aryl/alkylamino-[ 1,3,4]-thiadiazol-2-yl-methyl)-(4,6-dimethyl-pyrimidin-2-yl)- amines (6) has been synthesized by the intramolecular cyclization of (4,6-dimethyl-pyrimidin-2-yl-amino)-acetic acid N-(N’-aryl/alkylthioamido)- hydrazides (5) using o-phosphoric acid. The required hydrazides (5) were prepared by the interaction of (4,6-dimethylpyrimidin- 2-yl-amino)-acetic acid hydrazide (3) with differently substituted N-aryl/alkyl-isothiocyanates (4) under microwave conditions at 800 W. The hydrazide (3) was synthesized by reacting 2- amino-4,6-dimethyl-pyrimidine (1) with ethyl chloroacetate to give ethyl-(4,6-dimethyl-pyrimidin-2-yl-amino)-acetate (2) followed by its condensation with hydrazine hydrate in ethanol medium by microwave irradiation. The formation of desired compounds was checked by TLC and their structural interpretation was done by chemical transformations, elemental analysis, equivalent weight determination and spectral studies viz. IR, 1H-NMR, mass spectroscopy. The synthesized compounds were assayed for their antimicrobial properties.

Keywords: Microwave, pyrimidine linked thiadiazolidines, biological activities.


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