Uses
2-Iodobenzonitrile is a nitrile compound. Nitrile compounds are one of the most important organic synthesis intermediates in organic synthetic chemistry and are widely used in pesticides, pharmaceuticals, dyes and other fine chemicals. Moreover, because o-iodobenzonitrile compounds contain both cyano and aryl carbon-iodide bonds, and both of them are in the adjacent position of benzene ring, 2-iodobenzonitrile can have excellent reactivity when used as intermediates.
Synthesis
GENERAL STEPS: A THF solution (2 mL) of 2-iodobenzamide (1.0 mmol) and triethoxysilane (0.50 g, 3.0 mmol) was added to a 25 mL Schlenk tube. The reaction mixture was stirred continuously at 60 °C until complete consumption of 2-iodobenzamide was confirmed by thin layer chromatography (TLC) and gas chromatography-mass spectrometry (GC-MS). Upon completion of the reaction, 2-iodocyanobenzene was purified according to the method reported by Beller literature.
References
[1] Tetrahedron Letters, 1986, vol. 27, # 20, p. 2203 - 2206
[2] Catalysis Communications, 2019, p. 72 - 75
[3] Catalysis Communications, 2016, vol. 86, p. 148 - 150
[4] Dalton Transactions, 2018, vol. 47, # 12, p. 4352 - 4359
[5] Journal of Organic Chemistry, 1965, vol. 30, p. 617 - 620
