Reaction of N-arylsulfonyl-p-quinonimines with hydrazoic acid

4-Arylsulfonylimino-2,2,3-trichloro-1,2,3,4-tetrahydronaphthalen-1-ones and 4-arylsulfonylimino-2,3-dihalo-1,2,3,4-tetrahydronaphthalen-1-ones react w ith hydrazoic acid to give initially products of regio-selective dehydrohal ogenation. The halogen atom in position 2 of N-arylsulfonyl-1,4-naphthoquin onimines thus formed is then replaced by azido group. Reactions of 1,4-bis( arylsulfonylimino)-5,6-dibromo-2-cyclo-hexenes with hydrazoic acid result i n formation of N,N'-bis(arylsulfonyl)-2,6-diazido-1,4-phenylenediamines.