Synthesis
4-(Trifluoromethyl)benzonitrile (15g, Avocado 14514) was used as raw material, which was dissolved in anhydrous methanol (90 ml) and sodium methanolate (0.50 g) was added. The reaction mixture was stirred at room temperature for 4 days. Subsequently, ammonium chloride (4.7 g) was added to the reaction system and stirring was continued for 24 hours. Upon completion of the reaction, the solvent was removed by rotary evaporator and the white solid residue obtained was ground with ether, filtered and dried to afford the target product 4-(trifluoromethyl)benzamidine hydrochloride as a white solid (14.2 g, 72% yield). Mass spectrometry analysis showed a molecular ion peak of 188 [M]+.
References
[1] Patent: US2003/69276, 2003, A1
[2] Journal of the American Chemical Society, 1985, vol. 107, # 9, p. 2743 - 2748
[3] Journal of Medicinal Chemistry, 1990, vol. 33, # 4, p. 1230 - 1241
[4] Patent: US6121202, 2000, A
[5] Patent: US2012/165343, 2012, A1. Location in patent: Page/Page column 55
