19094-56-5, A common compound: 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.
General procedure: To a stirred suspension of 2-chloro-5-iodobenzoic acid(5.65 g, 0.02 mol) in CH2Cl2(20 mL) was added oxalylchloride(1.80 mL, 0.021 mol) and DMF(0.02 mL). Theresulting mixture was stirred for 4 h at room temperature.The mixture was concentrated, and the residual colorlesssolid was dissolved in CH2Cl2(40 mL). To this solutionwere added corresponding substituted benzene(0.02 mol)and then AlCl3(2.75 g, 0.021 mol) portionwise so that thetemperature did not exceed 0 °C. After being stirred at 10?20 °C for 3 h, the mixture was poured into ice water andextracted with CH2Cl2 three times. The combined organiclayers were washed with 1M HCl, water, and brine, thendried over MgSO4 and concentrated. The residual solid wascrystallized from ethanol to give as white solid.According to this procedure the following compoundswere prepared. (2-chloro-5-iodophenyl)(4-fluorophenyl)methanone (1a)White solid, yield 92percent, m.p. 69?70 °C. 1H NMR (400MHz,DMSO-d6): delta 7.38?7.40(m, 2H), 7.41(d, J=8.0 Hz, 1H), 7.82(dd, J=2.4 Hz, 8.0 Hz, 2H), 7.90(d, J=2.4 Hz, 1H), 7.92?7.95(m, 1H). 13C NMR (100MHz, DMSO-d6): delta 116.19,129.47, 131.65, 132.1, 132.65, 136.78, 139.69, 140.20,164.54, 166.56, 191.36. HRMS (ESI) m/z (pos):382.91890C13H7ClFIONa [M+Na]+(calcd. 382.91118).
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, 2-Chloro-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Hu, Shengquan; Sun, Wuji; Wang, Yeming; Yan, Hong; Medicinal Chemistry Research; vol. 28; 4; (2019); p. 465 – 472;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com