THE PREPARATION OF ARYLSTIBINOUS COMPOUNDS(CONT'D)

A previous work reported the preparation of several stibinous compounds from p-carboxy-methylmercaptobenzenestibonic acid. Some analogous compounds have been prepared in the present work from p-carbamylbenzenestibonic acid and p-guanylsulphamylbenzenestibonic acid. Both of the stibonic acids were reduced by stannous chloride in hydrochloric acid solution to the corresponding arylstibinous chlorides. Condensation of the latter compounds with thioglycolic acid in the presence of sodium bicarbenate gave bis-carboxymethylmercapto-(p-carbamylphenyl)-stibine and biscarboxymethylmercapto-(p-guanylsulphamylphenyl)-stibine respectively. 1-p-carbamylphenyl-3-carboxyl-2, 5-dithia-1-stibia-cyclo-pentane was formed on interaction of p-carbamylbenzenestibinous chloride with sodium dimercaptopropionate. Pharmacological tests revealed that the arylstibinous mercaptides so formed were valuable schistosomicides.