Dithiazolium

Dithiazolium refers to families of heterocycles consisting of C2NS2 rings.

In principle, several isomers are possible, depending on the relative location of the C, N, and S atoms in the ring.

[1] The derivative with two trifluoromethyl groups (prepared from hexafluorobutyne) can be reduced to the 7 electron radical.

This particular 1,3,5-dithiazole is also rare example of a radical that can be obtained as a solid, liquid, and gas.

Hydrolysis of this "Herz salt" gives the corresponding sodium thiolate, which can be further converted to the 2-aminothiophenol.