Synthetic Route of 96606-37-0,Some common heterocyclic compound, 96606-37-0, name is 2,4,6-Trifluorobenzonitrile, molecular formula is C7H2F3N, 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.
Trimethylaluminium (2M solution in toluene, 4.69 ml) was added to a stirred solution of 6-chloro-2,3-methylenedioxyaniline (1.07 g) in toluene (10 ml) and the resultant solution was stirred at ambient temperature for 15 minutes. A solution of 2,4,6-trifluorobenzonitrile (0.98 g) in toluene (10 ml) was added dropwise and the resultant mixture was stirred at ambient temperature for 10 minutes and then heated to 900C for 3 hours. The reaction mixture was cooled to ambient temperature and stirred for 16 hours. The reaction mixture was washed with water (20 ml). The organic solution was extracted with 10% aqueous citric . acid solution. The aqueous solution was basified with 2M aqueous sodium hydroxide and extracted with methylene chloride (50 ml). The organic solution was dried over magnesium sulphate and evaporated. There was thus obtained ^-(-chloro^S-methylenedioxyphenyi)- 2,4,6-trifluorobenzamidine (0.92 g).Formamidine acetic acid salt (0.185 g) was added to a stirred solution of ./^-(-chloro- 2,3-methylenedioxyphenyl)-2,4,6-trifluorobenzamidine (0.204 g) in toluene (5 ml) and the reaction mixture was heated to reflux for 16 hours. A second portion (0.185 g) of formamidine acetic acid salt was added and the reaction mixture was heated to reflux for a further 16 hours. Triethylamine (0.25 ml) was added and the reaction mixture was heated to reflux for a further 3 days. The resultant reaction mixture was cooled to ambient temperature and partitioned between methylene chloride (25 ml) and a saturated aqueous sodium bicarbonate solution (25 ml). The organic solution was washed with 10% aqueous citric acid (25 ml), dried over magnesium sulphate and evaporated. The resultant oil was purified by column chromatography on silica gel using increasingly polar mixtures of isohexane and ethyl acetate as eluent. There was thus obtained 4-(6-chloro-2,3-methylenedioxyanilino)- 5,7-difluoroquinazoline (0.068 g).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4,6-Trifluorobenzonitrile, its application will become more common.
Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/64217; (2006); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts