Electric Literature of 16588-02-6, A common heterocyclic compound, 16588-02-6, name is 2-Chloro-5-nitrobenzonitrile, molecular formula is C7H3ClN2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
4-chloro-3-cyanonitrobenzene (600 mg, 1 eq, 3.29 mmol) and DMF (5 mL) were added sequentially to a 100 mL round bottom flask , the flask was sealed with a rubber stopper and stirred the reaction under ice-water bath. Vacuum pumping then recharging N2 , repeat the cycle for 3 times and after stirring the reaction for 10min, the DMF solution of sodium methoxide was slowly injected into the sealed reaction flask through the syringe. After 1h of reaction, the reaction was completed and was stopped. After adding 100 mL of ethyl acetate for dilution, it was washed oncewith the saturated ammonium chloride aqueous solution and saturated aqueous sodium chloride solution. The aqueous phase was again washed with ethyl acetate and the combined organic phase was dried over anhydrous sodium sulfate for 30 min. The mixture was filtered , concentrated then separated by Silica gel column chromatography (PE : EA =5:1) to give a product of 440 mg of product as a White crystalline solid (compound 6) in 75% yield .
The synthetic route of 16588-02-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Long Yaqiu; Xu Zhongliang; Wang Heyao; Cai Mengxin; (31 pag.)CN106892871; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts