The origin of a common compound about C6H5ClIN

The synthetic route of 573764-31-5 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 573764-31-5,Some common heterocyclic compound, 573764-31-5, name is 4-Chloro-3-iodoaniline, molecular formula is C6H5ClIN, 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.

A mixture of compound 3 (5 mmol), 4,4,4′,4′,5,5,5′,5′-Octamethyl-2,2- bi(1,3,2-dioxaborolane) (10 mmol), KOAc (10 mmol), PdCl2(dppf) (0.1 mmol) in DMF (20 mL) was stirred at 95 °C for 2 h under Ar. The reaction mixture was filtered through celite. The filtrate was concentrated in vacuo and then extracted with CH2Cl2. The organic layer was evaporated to give a residue, which was purified by chromatography (petroleum ether/CH2Cl2, 10:1) to afford a white solid, yield 50percent. 1H NMR (400 MHz, DMSO-d6) delta 7.10 (d, J = 8.5 Hz, 1H), 6.97 (d, J = 2.9 Hz, 1H), 6.70 (dd, J = 8.5, 2.9 Hz, 1H), 5.32 (s, 2H), 1.38 (s, 12H). 13C NMR (101 MHz, DMSO) delta 147.40, 129.97, 124.63, 121.85, 118.00, 84.08 (2C), 25.08 (4CH3).

The synthetic route of 573764-31-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Wenlu; Sun, Qinsheng; Song, Lu; Gao, Chunmei; Liu, Feng; Chen, Yuzong; Jiang, Yuyang; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 721 – 733;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com