Reaction of Sulfur Dichloride with Nitrile in the Presence of Lewis Acid Forming 1,2,4-Thiadiazole

Autor:	Toshio Agawa, Yoshiki Ohshiro, Jun-ichi Shibata, Mitsuo Komatsu
Rok vydání:	1983
Předmět:	Aluminium chloride Nitrile General Chemistry Medicinal chemistry Chloride Catalysis chemistry.chemical_compound Benzonitrile chemistry Pivalonitrile medicine Sulfur dichloride Organic chemistry Lewis acids and bases medicine.drug
Zdroj:	Bulletin of the Chemical Society of Japan. 56:180-183
ISSN:	1348-0634 0009-2673
DOI:	10.1246/bcsj.56.180
Popis:	Formation of 3,5-disubstituted 1,2,4-thiadiazoles by the reaction of sulfur dichloride with nitriles in the presence of a Lewis acid was found. For example, 3,5-diphenyl-1,2,4-thiadiazole was obtained with its chlorinated products, 3-o-chlorophenyl-5-phenyl- and 3-p-chlorophenyl-5-phenyl-1,2,4-thiadiazoles, from benzonitrile and sulfur dichloride using aluminium chloride as a catalyst (total yield 80%). The extent of chlorination of the aromatic ring was suppressed by use of iron(III) chloride as the catalyst or of sulfur chloride instead of the dichloride. Some substituted benzonitriles and pivalonitrile also gave thiadiazoles in lower yields.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c8a1343540b7f4f3d2b97b2525b2d654 https://doi.org/10.1246/bcsj.56.180 Zobrazit plný text záznamu