Thioamides or disulfides were found to be the products of the oxidative condensation of the sodium salts of carbidithioates and cyclohexylamine. These results contrast with those obtained by ourselves and others and discussed in the first paper of this series, that oxidative condensation of amines with mercaptothiazoles and thiazolines resulted in the formation of thiazole-and thiazoline-sulfenamides (1). Later it was discovered that the oxidation of dithiocarbamate-amine mixtures produced thiocarbamylsulfenamides (2) and this work was extended to the formation of cyclicsulfenamides (6-thiotetrahydro-1 ,2,5-thiadiazines) from the inner salts of N-alkyl-N-(P-alkylaminoethy1)dithiocarbamic acids (3). In the course of this earlier work it was discovered that the thiocarbamylsulfenamides more or less readily lost sulfur forming thioureas (2).
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