1,3,4‐Thiadiazole, 1,3,4‐thiadiazine, 1,3,6‐thiadiazepane and quinoxaline derivatives from symmetrical hydrazine‐1,2‐dicarbothioamide as well as N,N″‐ethane‐1,2‐diylbis(thiourea) derivatives

Reactions of N,N′‐disubstituted hydrazine‐1,2‐carbothioamides 8a‐c and substituted N,N″‐ethane‐1,2‐diylbis(thioureas) 9a‐c with 2,3,5,6‐tetrachloro‐1,4‐benzoquinone (chloranil, 10a ) and 2,3,5,6‐tetrabromo‐1,4‐benzoquinone (bromanil, 10b ) to form N,N′‐disubstituted 1,3,4‐thiadiazole‐2,5‐diamines 11a‐c , substituted 3‐amino‐6,7‐dichloro‐2,3‐dihydro‐1H‐4,2,1‐benzothiadiazine‐5,8‐diones 12a‐c , 2,3,7,8‐tetrahalothianthrene‐1,4,6,9‐tetrones 13a,b , substituted 5,6,8‐trihalo‐7‐oxo‐3,7‐dihydroquinoxaline‐2H‐carbothioamides 14a‐c, 15a‐c and 7‐substituted imino‐1,3,6‐thiadiazepane‐2‐thiones 16a‐c are reported.