Search

5,6-Dihydro- 1,3,5-trimethyl-6-methylimino-1,3,5-triazine-2,4-(1H,3H)-dithione (1) was synthesized by the reaction of methyl isothiocyanate under high pressure in the presence of Et3N and H2O. The yield and selectivity of 1 were seriously effected by pressure, reaction temperature, solvent, and the amount of H2O.

At 800 MPa, 130 °C carbon oxide sulfide condensed with dialkylcyanamide to afford 2,6-bis(dialkylamino)-1,3,5-thiadiazin-4-ones in good yields.

The title reaction at 800 MPa, 70 °C, give 5-imino-1,4,2-dithiazoles, formed through 1,3-dipolar cycloaddition. These adducts decompose to the reactants on heating at ambient pressure. At 160 °C and 800 MPa, the reaction give thermally stable [1,2,4]dithiazolo[1,5-b][1,2,4]dithiazole-6a-SIV derivatives.

Cyclic voltammetry of seven substituted benzoylsilanes (1) and three benzoylgermanes (2) were investigated. The effects of substituents of 1 and 2 on both cathodic reduction and anodic oxidation potentials were discussed. The cathodic reduction products of 1 were also examined.

The structure of the 1:1 adduct of “Hector’s base” with arylcyanamides was determined by X-ray analysis of tris-p-bromophenyl derivative (1a). The molecule is almost planar and the strong interaction was exemplified between the sulfur and the nitrogen atoms.