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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