Some common heterocyclic compound, 27466-83-7, name is 4-Bromo-N-methylbenzamide, molecular formula is C8H8BrNO, 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. Computed Properties of C8H8BrNO
General procedure: N-Propylbenzamide (A1) (40.8 mg, 0.25 mmol, 1.0 equiv), Oxone(307.8 mg, 0.50 mmol, 2.0 equiv), KBr (8.9 mg, 0.075 mmol, 0.3equiv), H2O (198.2 mg, 44 equiv, 0.2 mL) and CH2Cl2 (1.5 mL) wereadded to a 15 mL sealed tube containing a magnetic stir bar. The reaction mixture was stirred at room temperature for 7 hours under irradiation with an 8 W white LED. After completion of the reaction, saturated Na2SO3 (5.0 mL) was added and the mixture was extracted with CH2Cl2 (3 ¡Á 10 mL). The combined organics were washed with brine(10 mL), dried over Mg2SO4, filtered and concentrated. The residue was purified by flash column chromatography on silica gel (EtOAc/PE,1:6) to afford N-propionylbenzamide (B1). 3b White solid; yield: 37.7 mg (85%); mp 93-94 C (Lit. 3b 93-94 C).1 H NMR (400 MHz, CDCl 3 ): delta = 8.54 (br s, 1 H), 7.84 (d, J = 7.2 Hz, 2 H),7.61 (t, J = 7.6 Hz, 1 H), 7.51 (t, J = 8.0 Hz, 2 H), 3.04 (q, J = 7.2 Hz, 2 H),1.23 (t, J = 7.6 Hz, 3 H).13 C NMR (100 MHz, CDCl 3 ): delta = 177.8, 166.0, 133.3, 133.0, 129.1,128.0, 31.5, 8.4.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 27466-83-7, its application will become more common.
Reference:
Article; Mei, Chong; Hu, Yixin; Lu, Wenjun; Synthesis; vol. 50; 15; (2018); p. 2999 – 3005;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics