These common heterocyclic compound, 185147-08-4, name is 4-Fluoro-3-methylbenzonitrile, 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. 185147-08-4
To a solution of 4-fluoro-3-methylbenzonitrile (2.5 g, 18.50 mmol) in DMSO (Volume: 10.0 mL) was added piperazine (7.97 g, 92 mmol) at 23 ¡ãC. The reaction was stirred at 140 ¡ãC for 16 hr. The reaction mixture was poured into H2O (100 mL) and the reaction vessel was rinsed with H2O (~50 mL). The resulting suspension was filtered, rinsed with H20 (3 x 10 mL) and the resulting solid was dried in vacuo to provide 3-methyl-4-(piperazin-1-yl)benzonitrile ( 2.593g, 12.88 mmol, 69.6 percent yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) ppm 2.21 – 2.30 (m, 3 H) 2.57 – 2.70 (m, 1 H) 2.83 (s, 8 H) 7.03 – 7.09 (m, 1 H) 7.55 – 7.62 (m, 2 H). ESI-MS: m/z 202.1 (M+H)+.
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 185147-08-4.
Reference:
Article; Gangloff, Anthony R.; Brown, Jason; De Jong, Ron; Dougan, Douglas R.; Grimshaw, Charles E.; Hixon, Mark; Jennings, Andy; Kamran, Ruhi; Kiryanov, Andre; O’Connell, Shawn; Taylor, Ewan; Vu, Phong; Bioorganic and Medicinal Chemistry Letters; vol. 23; 16; (2013); p. 4501 – 4505;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts