Some common heterocyclic compound, 156150-67-3, name is 2-Chloro-1-fluoro-4-iodobenzene, molecular formula is C6H3ClFI, 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. category: iodides-buliding-blocks
A round bottom flask is charged with 2-sulfanyl-N-(2,2,2-trifluoroethyl)acetamide (example 14, Step 3, 7.69 g), cesium carbonate (19.7 g), dimethylformamide (100 ml) then the suspension is stirred for 30 min at rt. A solution of 3-chloro-4-fluoroiodobenzene (7.69 g) in dimethylformamide (50 ml) was added and the mixture is stirred at room temperature for 12 hours then 1 hour at 70C. The mixture was diluted with ethyl acetate (100 ml) then washed with water (5*100 ml), 2N hydrochloric acid solution, brine, then dried over sodium sulphate. The solvent was removed under reduced pressure to dryness to afford the crude as yellow solid (13 g). The residue was purified by flash column chromatography of the residue (ethyl acetate / heptanes) afforded the title product as a yellow solid (900 mg). lU NMR (400Mz, CDC13): delta 3.70 (s, 2H), 4.40 (m, 2H), 6.90 (d, 2H), 6.95 (br s, 1H), 7.48 (d, 2H), 7.76 (d, 2H). LCMS (Method E) RT 1.03 min, [M+H]+ 408/410.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 156150-67-3, its application will become more common.
Reference:
Patent; SYNGENTA PARTICIPATIONS AG; CASSAYRE, Jerome Yves; EL QACEMI, Myriem; LUKSCH, Torsten; RENOLD, Peter; WO2012/156400; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com