Related Products of 53312-81-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 53312-81-5, name is 5-Amino-2-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
j1211] Compound 326 was synthesized from 5-amino-2- fluorobenzonitrile (47.2 mg, 0.346 mmol) which was stirred in dichloromethane (2 mE) and 0.50 mE saturated sodium bicarbonate solution at 0 C. Phosgene (20% in toluene, 0.495 mE, 0.693 mmol) was added and stirred for 30 mm. The organic layer was extracted with dichloromethane and washed with water followed by sodium bicarbonate solution. The organic layer was concentrated and redissolved in DMF (2 mE). Corresponding compound C (100 mg, 0.144 mmol) and TEA (95 IL, 0.6 93 mmol) was added and heated at 90 C. for 1 h. The crude product was purified with reverse phase colunm (water:CAN 1:1) to afford the target compound as a light brown solid (47.8 mg, 38.7%); 1H NMR (400 MHz, Chioroform-d) oe 0.92 (d, J=6.6 Hz, 3H), 1.16 (d, J=6.6 Hz, 3H), 1.25 (d, J=6.6 Hz, 3H), 1.71-1.83 (m, 1H), 2.00-2.08 (m, 1H), 2.10-2.18 (m, 2H), 2.25-2.44 (m, 2H),2.80-3.04 (m, 4H), 3.26-3.46 (m, 3H), 3.68-3.86 (m, 3H),4.38-4.69 (m, 6H), 4.78 (d, J=11.3 Hz, 1H), 4.92-5.05 (m, 1H), 5.07-5.18 (m, 1H), 5.36 (t, J=7.5 Hz, 1H), 5.77 (d, J=7.6 Hz, 1H), 6.54-6.68 (m, 3H), 7.05 (t, J=8.7 Hz, 1H), 7.39 (d, J=9.5 Hz, 1H), 7.48-7.56 (m, 1H), 7.72-7.81 (m, 1H), 8.15 (s, 1H), 8.47 (d, J=9.7 Hz, 1H); ESI-MS: [m/z+ H]=855.46.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Amino-2-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; St. Jude Children’s Research Hospital; Lee, Richard E.; Zhao, Ying; Jiuyu, Liu; (323 pag.)US2018/79784; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts