A NOVEL PREPARATION OF POLARIZED ETHYLENES BY THE REACTION OF THIOAMIDES OR DITHIOCARBOXYLATES WITH TETRACYANOETHYLENE OXIDE. SYNTHESIS OF PYRAZOLES AND PYRIMIDINES

Article abstract of DOI:10.3987/R-1987-03-0613

Polarized ethylenes having both electron-donating (an amino or a methylthio group) and electron-accepting (two cyano groups) groups on the adjacent two olefinic carbon atoms were prepared by the reaction of thioamides or methyl dithiocarboxylates with tetracyanoethylene oxide in good yields.Reactions of these polarized ethylenes with hydrazine or guanidine carbonate gave the corresponding pyrazole and pyrimidine derivatives in good yields.