On November 30, 1988, Matsuo, Masaaki; Tsuji, Kiyoshi; Konishi, Nobukiyo; Okumura, Hiroyuki published a patent.Application In Synthesis of 3-Chloro-4-nitrobenzonitrile The title of the patent was Preparation of alkanesulfonanilides as analgesics and antiinflammatories. And the patent contained the following:
The title compounds [I; Ar = Q; R1 = alkyl, haloalkyl; R2 = acyl, cyano, CO2H, (un)substituted alkyl, etc.; R3 = H, NO2, alkyl, halo; R4-R7 = H, halo, haloalkyl, alkoxy, (un)substituted heterocyclyl; X = S(O)n, NHCO, CONH, R8N, R9CH; R8 = H, alkyl; R9 = H, OH; n = 0-2] and their pharmaceutically acceptable salts were prepared NaBH4 was added to 4′-acetyl-2′-[(2,4-difluorophenyl)thio]methanesulfonanilide in MeOH, and the mixture stirred overnight at room temperature and treated with AcOH to give 2′-[(2,4-difluorophenyl)thio]-4′-(1-hydroxyethyl)methanesulfonanilide (II). In rats 10 mg II/kg orally gave 90.1% inhibition of secondary lesions induced by Mycobacterium聽tuberculosis, a measure of antiinflammatory activity. 4′-Acetyl-2′-[(2,4-difluorophenyl)amino]methanesulfonanilide, also prepared, had an analgsic ED50 of 1.8 mg/kg orally in the mouse writhing test. The experimental process involved the reaction of 3-Chloro-4-nitrobenzonitrile(cas: 34662-29-8).Application In Synthesis of 3-Chloro-4-nitrobenzonitrile
The Article related to alkanesulfonanilide preparation analgesic antiinflammatory, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Sulfenic, Sulfinic, and Sulfonic Acids and Derivatives and other aspects.Application In Synthesis of 3-Chloro-4-nitrobenzonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts