SYNTHESIS AND REACTIONS OF HYDRAZINO-1,6, 6A-LAMBDA-4-TRITHIA-3,4-DIAZAPENTALENES

The reaction of 2,5-bis(aroxy)trithiapentalenes 1 with hydrazines and amines to yield different heterocycles was studied. 5-Aroxy-2-hydrazin o-pentalenes 3 has been found on reaction of 1 with hydrazines 2. At r oom temperatures unstable, but isolable ammonium salts 4 and at higher temperatures 5-amino-2-hydrazino-thiapentalenes 5 has been isolated f rom 3 and amines. The reaction of 3 with two equivalent of amines furn ished 2,4-diamino-6-hydrazono-1,3,5-thiadiazines 6 under ring transfor mation reaction. Oxidation of 3 and 5 with lead dioxide gave azo compo unds 7. The structure of the prepared compounds was inferred from thei r H-1 and C-13 n.m.r. spectra and X-ray analysis of 4c and 6a.