Oxoketene gem-dithiol and 1,2-dithiol-3-thione in organic synthesis a novel approach and convenient transformations; synthesis of some new heterocycles as antimicrobial agent

Acid catalysed rection of 3,3 dimercapto-1-(1-methyl-1-H- pyrrol-2-yl)prop-2-en-1-one (2) with malononitrile was achieved to produce diamino thiapyrane thione derivative (8). Reactions of (2) with some amines e.g. hydroxylamine HCl in different molar ratios and different reaction conditions were explored, and with guanidine sulphate, in basic mediums, e.g. morpholine and sodium methoxide to produce 2-amino-6-(1-methyl-1H-pyrrol-2-yl)-4-morpholin-4-yl-4,5-dihydropyrimidine-4-thiol (11) and ethoxy pyrimidine derivative (12). While reaction of (2) with cyclopentadi- ene, and maleic anhydride, the adducts (6) and (7) were obtained. Also 5-(1-methyl-1H-pyrrol-2-yl)-[1,2]dithiol-3-thione (3); was btained from the reaction of (2) with P2S5. Reaction of (3) with 1,4-quinone; 2,3-dichloronaphthoquinone and formylating reagent yielded the adducts (16), (17) and 4-formyl-1,2-dithiol 3-thione (15). On screening the synthesized compounds against some microorganisms (1:10000), a reasonable activity was observed.