New learning discoveries about C7H4IN

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Adding a certain compound to certain chemical reactions, such as: 4387-36-4, name is 2-Iodobenzonitrile, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 4387-36-4, Safety of 2-Iodobenzonitrile

General procedure: To a solution of 2-iodobenzonitrile 2 (1.0equiv) in DMF were added boronic acid 3 (1.2equiv), tetrakis-(triphenylphosphine)-palladium (0.05equiv) and Na2CO3 (1.5equiv). The resulting mixture was stirred and refluxed for 6h. After termination of the reaction, the solution was cooled to room temperature, partitioned between sat. NaHCO3 soln and EtOAc, and then extracted with EtOAc. The organic phase was washed with brine and dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (n-hexane/diethyl ether=5:1) to afford the desired product 4 as colorless solid in 15?99percent yields.13c 4.2.1 Biphenyl-2-carbonitrile (4-1) The reaction of 2-iodobenzonitrile (500 mg, 2.18 mmol), phenylboronic acid (320 mg, 2.62 mmol), tetrakis-(triphenylphosphine)-palladium (25 mg, 0.022 mmol), and Na2CO3 (346 mg, 3.27 mmol) in DMF (20 ml) gave the title compound 4-1 (372 mg, 2.08 mmol, 95percent yield). 1H NMR (400 MHz, CDCl3) delta 7.77 (dd, J = 7.7, 1.2 Hz, 1H), 7.64 (td, J = 7.7, 1.2 Hz, 1H), 7.58-7.42 (m, 7H).

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Reference:
Article; Kim, Youngjae; Tae, Jinsung; Lee, Kangho; Rhim, Hyewhon; Choo, Il Han; Cho, Heeyeong; Park, Woo-Kyu; Keum, Gyochang; Choo, Hyunah; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4587 – 4596;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com