With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59-49-4,2-Benzoxazolinone,as a common compound, the synthetic route is as follows.
General procedure: K2CO3 (9.2 g, 66.6 mmol) and 1,4-dibromobutane (21.0 mL, 177.6 mmol) were added, under stirring, to a solution of benzo[d]oxazol-2(3H)-one (3.0 g, 22.2 mmol) in anhydrous DMF (30 mL). The reaction mixture was heated at 60 C for 3 h. After cooling, the reaction mixture was poured into 100 mL water and extracted with ethyl acetate (3 x 70 mL). The combined organic layers were washed with saturated aqueous NaCl and dried over sodium sulfate. The solvent was removed in vacuo, and the residue was purified by flash column chromatography (SiO2) using hexane/ethyl acetate (8:2) as eluent to give 3.6 g (62%) of 2e as a white solid. 4.2.1.7 3-(5-Bromopentyl)benzo[d]oxazol-2(3H)-one (2g) General procedure A, yield 65%, yellow oil. 1H NMR (400 MHz, CDCl3) delta 7.25-6.95 (m, 4H), 3.84 (t, J = 7.2, 2H), 3.39 (t, J = 6.7, 2H), 1.97-1.87 (m, 2H), 1.85-1.78 (m, 2H), 1.63-1.45 (m, 2H). 13C NMR (101 MHz, CDCl3) delta 154.54, 142.68, 131.08, 123.82, 122.39, 110.07, 108.21, 42.00, 33.21, 32.09, 26.96, 25.21. MS (EI) m/z 306 (M++23)., 59-49-4
As the paragraph descriping shows that 59-49-4 is playing an increasingly important role.
Reference£º
Article; Abdelazeem, Ahmed H.; Khan, Shabana I.; White, Stephen W.; Sufka, Kenneth J.; McCurdy, Christopher R.; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3248 – 3259;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem