Some common heterocyclic compound, 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, molecular formula is C7H4BrIO2, 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. COA of Formula: C7H4BrIO2
5-Bromo-2-iodobenzoic acid (7c) (750 mg, 2.3 mmol) was dissolved in dry THF (25 mL) and the reaction mixture was cooled to 0 C. NEt3 (0.48 mL, 3.4 mmol) and ethyl chloroformate (0.33 mL, 3.4 mmol) were added and the reaction mixture was stirred for 1 hour. Next a solution of NaBH (130 mg, 3.4 mmol) in H20 (2 mL) was added and the mixture was stirred for 1.5 hour. The reaction was quenched with H20 (15 mL), whereupon CH2C12 (20 mL) was added and the layers were separated. Hereupon, the H20-layer was extracted with CH2C12 (20 mL). Subsequently, the combined organic layers were washed with H20 (25 mL) and brine (25 mL), dried over MgS04 and concentrated in vacuo. The crude product was purified by gradient column chromatography (-heptane/EtOAc, 19: 1 to 9: 1) to obtain compound 7c as a white solid (410 mg, 54% over 2 steps). RF = 0.40 (EtOAc/-heptane, 1 :4). 1H- NMR (400 MHz, CDC13) delta: 7.65 (d, J = 8.3 Hz, 1H), 7.63 (d, J = 2.4 Hz, 1H), 7.14 (dd, J = 8.3, 2.5 Hz, 1H), 4.64 (d, J = 6.1 Hz, 2H), 1.96 (t, J = 6.2 Hz, 1H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21740-00-1, its application will become more common.
Reference:
Patent; STICHTING KATHOLIEKE UNIVERSITEIT; SYNAFFIX B.V.; DEBETS, Marjoke Froukje; RUTJES, Floris Petrus Johannes Theodorus; VAN HEST, Jan Cornelis Maria; VAN DELFT, Floris Louis; VAN BERKEL, Sander Sebastiaan; WO2014/189370; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com