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ChemicalBook CAS DataBase List 2-Cyanopyridine

2-Cyanopyridine synthesis

12synthesis methods
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Yield:100-70-9 99%

Reaction Conditions:

with trifluorormethanesulfonic acid;trimethylsilylazide in acetonitrile at 25; for 0.00138889 h;Flow reactor;Schmidt Reaction;

Steps:


General procedure: General procedure for synthesis of nitriles from aldehydes incontinuous ow is as follows. Take benzaldehyde as an example,benzaldehyde (0.6 mmol) and TfOH (0.9 mmol) were dissolved in3 mL MeCN and pumped into inlet A. TMSN 3 (0.6 mmol) wasdissolved in 3 mL MeCN and pumped into inlet B (ow rate A:B = 54 m L/min:65 m L/min for 5 s residence time). The whole systemwas maintained at 25C. The ow system was equilibrated (about5 min), then the product stream was quenched and collected in aglass vessel with saturated aqueous NaClO in it. The ow systemwas stopped after the inlet A reduced 0.5 mL. The crude mixturewas dissolved in ethyl acetate and washed with saline solution. Thecombined organic layers were dried over magnesium sulfate,ltered, and concentrated under reduced pressure. The resultingcrude product was puried by ash chromatography on silica gelwith hexane and EtOAc as eluent to afford the product

References:

Zhan, Wei;Tong, Meng;Ji, Ling;Zhang, Han;Ge, Zemei;Wang, Xin;Li, Runtao [Chinese Chemical Letters,2019,vol. 30,# 5,p. 973 - 976]

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