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2-(Benzylamino)-4-chlorobenzonitrile synthesis

1synthesis methods
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Yield: 78%

Reaction Conditions:

Stage #1:2-amino-4-chlorobenzonitrile;benzaldehyde with acetic acid at 20; for 1 h;
Stage #2: with sodium tetrahydroborate at 0; for 0.166667 h;

References:

Zhao, Huai-Bo;Hou, Zhong-Wei;Liu, Zhan-Jiang;Zhou, Ze-Feng;Song, Jinshuai;Xu, Hai-Chao [Angewandte Chemie - International Edition,2017,vol. 56,# 2,p. 587 - 590][Angew. Chem.,2017,vol. 129,# 2,p. 602 - 605] Location in patent:supporting information