Related Products of 57381-51-8, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.
EXAMPLE 14 2-(4-Chloro-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4,5-dihydro-1H-imidazole To a solution of 4-chloro-2-fluoro-benzonitrile (1 g, 6.428 mmol) in ethanol (10 mL) were added sodium ethoxide solution (4.8 mL, 12.86 mmol, 21% wt in ethanol). The reaction mixture was heated at gently reflux for 12 h. The solvent was removed and the residue was partitioned between water (10 mL) and diethyl ether (20 mL). The layers were separated and the product was extracted with diethyl ether (20 mL). The organic layers were washed with brine (5 mL) and dried over anhydrous sodium sulfate. The solid was filtered off, and the filtrate was concentrated in vacuo. Purification of the residue by flash chromatography (Biotage system, KP-Sil 32-63 mum, 60 A silica gel) eluding with 5% ethyl acetate in hexanes yielded 4-chloro-2-ethoxy-benzonitrile (670 mg, 57%). Hydrogen chloride gas was passed through a solution of 4-chloro-2-ethoxy-benzonitrile (670 mg, 3.689 mmol) in anhydrous ethanol (25 mL) cooled to 0 C. After 45 min, the hydrogen chloride gas was stopped and the reaction vessel was sealed with a Teflon stopper. It was stirred at room temperature for 5 d. The reaction vessel was cooled to 0 C. and the stopper was removed. The solvent was removed and the residue was triturated in diethyl ether to afford ethyl 4-chloro-2-ethoxy-benzimidate hydrochloride (913 mg, 94%). It was used without further purification. To a solution of meso-1,2-bis-(4-chloro-phenyl)-ethane-1,2-diamine (810 mg, 2.879 mmol) and ethyl 4-chloro-2-ethoxy-benzimidate hydrochloride (913 mg, 3.455 mmol) in ethanol (10 mL) was added triethylamine (605 muL, 4.319 mmol). The reaction mixture was heated at gentle reflux for 4 h. The solvent was evaporated to dryness and the residue was purified by flash chromatography (Biotage system, KP-Sil 32-63 mum, 60 A silica gel) eluding with 70% ethyl acetate in hexanes to afford 2-(4-chloro-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4,5-dihydro-1H-imidazole (1.045 g, 81%). HR-MS (ES, m/z) calculated for C23H20N2OCl3 [(M+H)+]445.0636, observed 445.0644.
The chemical industry reduces the impact on the environment during synthesis 4-Chloro-2-fluorobenzonitrile. I believe this compound will play a more active role in future production and life.
Reference:
Patent; Hoffmann-La Roche Inc.; US6617346; (2003); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts