A convenient procedure for the chlorination of deactivated anilines was written by Nickson, Thomas E.;Roche-Dolson, Cathy A.. And the article was included in Synthesis in 1985.Synthetic Route of C7H5ClN2 This article mentions the following:
Heating deactivated anilines RR1C6H3NH2 (R = H, 2-, 4-Me; R1 = 2-, 4-CO2Me, NO2, cyano, CF3) with N-chlorosuccinimide in MeCN at reflux gave 57-91% 2-Cl- or 4-ClRR1C6H2NH2. In the experiment, the researchers used many compounds, for example, 2-Amino-3-chlorobenzonitrile (cas: 53312-77-9Synthetic Route of C7H5ClN2).
2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Synthetic Route of C7H5ClN2
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts