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ChemicalBook CAS DataBase List 2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile synthesis

12synthesis methods
2-chlorobenzonitrile is obtained by the reaction of o-chlorobenzoic acid and urea: o-chlorobenzoic acid, sulfamic acid and urea are mixed and heated to about 140℃ and melted, then reacted vigorously under stirring, and a large amount of gas is released, and the temperature automatically rises to 220-230℃ for 2h. Then it is cooled to below 15℃, filtered, and the solids obtained are washed with 3% ammonia and water to neutral, then dried and the finished products are obtained.
-

Yield:873-32-5 99%

Reaction Conditions:

with ammonium hydroxide;sodium persulfate;sodium iodide;iron(II) chloride in 1,2-dichloro-ethane at 20 - 50; for 16 h;

Steps:

General procedure for the synthesis of nitriles

General procedure: To a solution of aldehydes 1 (3 mmol) in 1,2-dichloroethane (10 mL) was added FeCl2(0.3 mmol), Na2S2O8 (4.5 mmol), NaI (0.15 mmol), and NH3.H2O (9 mL) at room temperature. After the mixture was stirred at 50 °C for 16 hours, it was poured into water (30 mL) and extracted with DCM (3 × 30 mL). The combined organic extracts were washed with brine and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure. The crude product was purified by column chromatography on silica gel to afford the product 2.

References:

Chen, Han;Sun, Sijia;Xi, Haoying;Hu, Kaifang;Zhang, Ning;Qu, Jingping;Zhou, Yuhan [Tetrahedron Letters,2019,vol. 60,# 21,p. 1434 - 1436] Location in patent:supporting information

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