5-CHLORO-2-METHYLBENZAMIDE synthesis

Yield:53731-99-0 78%

Reaction Conditions:

with NBS;(E)-2,2'-(diazene-1,2-diyl)bis( 2-methylpropanenitrile) in chloroform at 80; for 48 h;Inert atmosphere;

Steps:

5.1.2 General procedure A (Bromination)

General procedure: N-bromosuccinimide (1.10 equiv.) and azobisisobutyronitrile (0.05 equiv.) were added to a stirred solution of 2-phenylacetonitriles (1.00 equiv.) in CHCl₃ at 25°C. The reaction mixture was heated to 80^°C with stirring, and stirred for 2 days. The reaction was monitored by TLC; after reaction completion, the reaction mixture was diluted with dichloromethane and washed with water and brine. The organic layer was dried over anhydrous MgSO_4(s), and concentrated under reduced pressure. The crude product was purified by Isco Combi-Flash Companion column chromatography to give the desired product.

References:

Kuppusamy, Ramajayam;Hsu, Ying-Ting;Ke, Yi-Yu;Chang, Po-Wei;Chang, Yung-Chiao;Chang, Hsiao-Fu;Wang, Pei-Chen;Lin, Yu-Hao;Huang, Yu-Chen;Yeh, Teng-Kuang;Chuang, Jian-Ying;Loh, Horace H.;Shih, Chuan;Chen, Chiung-Tong;Yeh, Shiu-Hwa;Ueng, Shau-Hua [European Journal of Medicinal Chemistry,2022,vol. 243,art. no. 114728]