37539-68-7

Upstream product

• 233-68-1 naphtho{2,1-d}-2,1,3-thiadiazole 
• 120614-09-7 4,5-Dichloro-4,5-dihydronaphtho<1,2-c><1,2,5>thiadiazole 
• 2050-76-2 2,4-dichloronaphthol 
• 56633-17-1 naphthalene-1,2-diamine; sulfate (1:1) 
• 98947-22-9 4-chloro-naphthalene-1,2-diamine 
• 222851-56-1 N-phenylsulfinylamine 

Relevant academic research and scientific papers

Sulfur Nitride in Organic Chemistry. Part 19. Selective Formation of Benzo- and Benzobisthiadiazole Skeleton in the Reaction of Tetrasulfur Tetranitride with Naphthalenols and Related Compounds

Tetrasulfur tetranitride (N4S4) reacted with 2-naphthols to afford naphthothiadiazoles (13) in high yields, while 1-naphthols gave naphtholbisthiadiazoles as a major product, together with a small amount of 13.In the reactions with naphthalenediols such as 1,5-, 2,6-, 2,7-, 1,6-, and 1,7-diol, naphtho- or naphthobisthiadiazoles were obtained in varying yields.In some cases, naphthotristhiadiazole was formed as a by-product.In reaction with 5-isoquinolinol, 8-quinolinoles,9H-carbazol-2-ol, and dibenzofuran-2-ol, one and/or two 1,2,5-thiadiazole-ringfused heteroaromatic compounds were obtained.

Halogenation and Nitration of Naphthothiadiazole

Bromination of naphthothiadiazole (I) gives either an addition product, 4,5-dibromo-4,5-dihydronaphthothiadiazole (II), or a substitution product, 5,6-dibromonaphthothiadiazole (III), depending on the reaction conditions.Dehydrobromination of II gives 5-bromonaphthothiadiazole (IV).Chlorination of I gives the corresponding addition product V or 5-chloronaphthothiadiazole (VI).Compound VI can also be obtained by dehydrochlorination of V.The nitration of I produces a mixture of isomeric substitution products, 9-nitro VIII and 6-nitronaphthothiadiazoles (VI I).