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Communication | Regular issue | Vol 26, No. 3, 1987, pp.613-616
Published online, 1st January, 1970
DOI: 10.3987/R-1987-03-0613
A Novel Preparation of Polarized Ethylenes by the Reaction of Thioamides or Dithiocarboxylates with Tetracyanoethylene Oxide. Synthesis of Pyrazoles and Pyrimides

Yoshinori Tominaga, Yoshiki Matsuoka, Shinya Kohra, and Akira Hosomi

*Center of Instrumental Analysis, Nagasaki University, 1-14, Bunkyo-machi, Nagasaki 852-8521, Japan

Abstract

Polarized ethylenes having both electrondonating (an amino or a methylthio group) and electronaccepting (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.