Share a compound : 60702-69-4

The chemical industry reduces the impact on the environment during synthesis 60702-69-4. I believe this compound will play a more active role in future production and life.

The chemical industry reduces the impact on the environment during synthesis 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, I believe this compound will play a more active role in future production and life. 60702-69-4

Example 34A(2Z)-3-Amino-3-(2-chloro-4-fluorophenyl)prop-2-enonitrile; Under argon, 35.3 g (273 mmol) of diisopropylamine were initially charged in 450 ml of THF at -70 C. in a three-necked flask with mechanical stirrer. 145 ml of N-butyllithium solution (1.6 M in hexane, 237 mmol) were added dropwise at such a rate that the temperature did not exceed -60 C. The mixture was stirred for 30 min, and a solution of 12.7 ml (241 mmol) of acetonitrile in 100 ml of THF was then slowly added dropwise and the suspension was stirred for 30 min. A solution of 25 g (160.7 mmol) of 2-chloro-4-fluorobenzonitrile in 100 ml of THF was added dropwise, and the mixture was stirred at -70 C. for 20 min. The mixture was allowed to slowly warm to RT and stirred at RT for a further 16 h. 150 ml of water were added, most of the THF was distilled off and water and dichloromethane were added. The organic phase was washed with saturated aqueous sodium chloride solution. Removal of the solvent gave an oil. A solid could be obtained by trituration with diisopropylether and subsequent filtration with suction. Drying under high vacuum gave 12.58 g (36% of theory) of the product. This was a mixture of E and Z isomers which was used without further purification.LCMS (Method 8): Rt (isomer 1)=0.83 min. (m/z=197 (M+H)+); Rt (isomer 2)=1.02 min. (m/z=197 (M+H)+)1H-NMR (400 MHz, DMSO-d6): delta=7.52 (dd, 1H), 7.44 (dd, 1H), 7.26 (m, 1H), 6.99 (s, br, 2H), 3.77 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 60702-69-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLESCHAFT; US2011/144131; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts