Grivsky, Eugene M.; Hitchings, George H. published an article in 1974, the title of the article was Syntheses of 2-chloro-4-acetylaminobenzonitrile isomers and structurally related compounds with biological activities.Quality Control of 3-Chloro-4-nitrobenzonitrile And the article contains the following content:
Benzonitriles I, II, and III (Xn = 2-,3-Cl, 2-F, 2,6-, 2,4 -Cl2; NH2, NHCOR, NO2 in 2, 4, or 5 position; R = e.g., Me, H, CF3, CHCl2, CH2Cl, Et, Me2CH, Pr, CH:CHCO2H, CH2CH2CO2H) were prepared (5 I, 15 II and 88 III). E.g., reaction of 2,4-F-(O2N)C6H3CO2H with MeSO2NH2-PCl5 gave 96% I (Xn = 2-F, 4-NO2), which was reduced to give II (Xn = 2-F, 4-NH2), which was acetylated to give 95% III (Xn = 2-F, R = Me). III (Xn = 2-Cl, NHCOMe in 4 position) had LD50 (oral-mice)of 1800 mg/kg; and at 20 mg/kg (oral-mice) was an antide-pressant and at 25 and 50 mg kg (orally-rat), resp., was an anal-gesic and antipyretic. The experimental process involved the reaction of 3-Chloro-4-nitrobenzonitrile(cas: 34662-29-8).Quality Control of 3-Chloro-4-nitrobenzonitrile
The Article related to acetanalide cyano halo analgesic, antipyretic chloroacetamidobenzonitrile, antidepressant chloroacetamidobenzonitrile, Noncondensed Aromatic Compounds: Nitriles, Isonitriles, and Acyl Cyanides and other aspects.Quality Control of 3-Chloro-4-nitrobenzonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts