Studies on organophosphorus compounds. XII[asterisk]: synthesis of bioactive heterocycles and hydrazones by using tris-dimethylaminophos-phoniodithioformate complex

ABSTRACT

Tris-dimethylaminophosphine reacted with carbon disulphide to produce the corresponding dithioformate complex 4, which was reacted in situe with hydrazonoyl halides 5a-c in the presence of potassium carbonate [K[2]CO[3]] forming the thiadiazaphosphinines 7a-c, respectively. Isolation of the complex 4 and its reaction with hydrazonoyl halides 8a-d in warm benzene led to the formation of the thiadiazoles 10a-d. Carrying out the reaction in chloroform with stirring produced the hydrazones 12a-d. The biological activity examination revealed that compounds 10b and 12a have significant antimicrobial activity against all tested microorganisms. Compounds 7b,c and 12b,c showed slight susceptibility for only the tested Gram positive organisms and they were incapable of inhibiting the growth of the examined Gram negative bacteria and fungi