Synthetic Route of 51376-06-8, The chemical industry reduces the impact on the environment during synthesis 51376-06-8, name is 5-Bromobenzo[c][1,2,5]oxadiazole, I believe this compound will play a more active role in future production and life.
A solution of 5-bromobenzo[c][1,2,5]oxadiazole (3 g , 15.0 mmol, Combiblocks ) in toluene (10 mL) was degassed for 30 min. 1 -Ethoxy vinyl tributyltin (6.01 mL, 16.5 mole, Frontier Scientific) and bis(triphenylphosphine)palladium(ll) dichloride (1.16 g, 1 .65 mmol) were added at rt and the resulting mixture was stirred at 90 C overnight. It was cooled to rt and filtered through celite. HCl aqueous solution (20 mL, 6N) was added and the mixture was stirred for 1 hour at rt. It was concentrated and neutralized with sat. NaHCO3 solution (25 mL). The product was extracted with DCM (100 mL), dried over Na2SO4 and concentrated. The crude product was purified by flash column chromatography to afford the title compound. Yield: 60% (1 .5 g, pale yellow solid). 1 H NMR (400 MHz, DMSO-d6): delta 8.90 (s, 1H), 8.14 (d, J = 9.6 Hz, 1H), 7.98-7.39 (m, 1H), 2.72 (s, 3H). LCMS: (Method B) 162.0 (M+H), Rt. 4.6 min, 98.01 % (Max).
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-Bromobenzo[c][1,2,5]oxadiazole, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; ASCENEURON SA; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (243 pag.)WO2016/30443; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary