Abdelkhalek, Ahmed S. et al. published their research in Journal of Molecular Structure in 2020 | CAS: 53312-77-9

2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Electric Literature of C7H5ClN2

X-ray crystal structure of a 2-amino-3,4-dihydroquinazoline 5-HT3 serotonin receptor antagonist and related analogs was written by Abdelkhalek, Ahmed S.;Musayev, Faik N.;Iyer, Kavita A.;Hemanth, Prithvi;Safo, Martin K.;Dukat, Malgorzata. And the article was included in Journal of Molecular Structure in 2020.Electric Literature of C7H5ClN2 This article mentions the following:

Certain 2-amino-3,4-dihydroquinazolines bind at 5-HT3 serotonin receptors and act as antagonists (e.g. 6-chloro) whereas others bind with little to no affinity and lack functional activity (e.g. 8-chloro). The purpose of this investigation was to gain insight as to why this might be the case. X-Ray crystallog. studies revealed that the N-C-N distances in the examined analogs are nearly identical (1.31-1.34 Å), suggesting that differences in N-C-N delocalization does not account for differences in affinity/action. Homol. modeling hydrophatic interactions (HINT) anal. revealed that the 6-chloro analog formed a greater number, and more favorable, interactions with the receptor, whereas the 8-chloro analog formed fewer, and unfavorable, interactions. The affinity and activity of the 6-chloro quinazoline relative to its 8-chloro counterpart are unrelated to the N-C-N delocalization pattern but might be related to specific (favorable and unfavorable) interactions of quinazoline substituents with certain receptor features as determined by HINT anal. In the experiment, the researchers used many compounds, for example, 2-Amino-3-chlorobenzonitrile (cas: 53312-77-9Electric Literature of C7H5ClN2).

2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Electric Literature of C7H5ClN2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts