Some tips on 3,5-Difluorobenzene-1-sulfonyl chloride

According to the analysis of related databases, 210532-25-5, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 210532-25-5 as follows. name: 3,5-Difluorobenzene-1-sulfonyl chloride

A solution of 3-(2-chloro-10H-phenothiazin-10-yl)propan-1-amine hydrochloride (0.080 g, 0.244 mmol) in DMF (1.5 ml) was cooled to 0 C, treated with triethylamine (71.0 muL, 0.513 mmol), and 3,5-difluorobenzenesulfonyl chloride (0.057 g, 0.268 mmol). The mixture was warmed to 25 C, and stirred for 2 h. The mixture was poured over saturated aqueous NaCl (50 mL), and extracted with ethyl acetate (3 50 mL). The combined organic extracts were washed with saturated aqueous NaCl (2 50 mL), dried (Na2SO4), and concentrated in vacuo. The residue was dissolved in a minimal amount of CH2Cl2 and purified by flash chromatography (SiO2, 0-35% ethyl acetate-hexanes) to afford the title compound as a white solid triturated from ethyl ether-hexanes (0.0736 g, 65%). 1H NMR (600 MHz, CDCl3) 7.17-7.22 (4H, m), 7.11 (1H, d, J = 8.2 Hz), 7.01 (1H, t, J = 7.6 Hz), 6.95 (2H, m), 6.85 (1H, d, J = 8.1 Hz), 6.81 (1H, s), 5.23 (1H, t, J = 5.9 Hz), 3.93 (2H, t, J = 5.8 Hz), 3.13 (2H, dd, J = 12.2, 6.1 Hz), 1.97 (2H, quintet, J = 5.9 Hz); 13C NMR (150 MHz, CDCl3) 163.7 (d, J = 48.0 Hz), 162.0 (d, J = 44.2 Hz), 146.5, 144.5, 143.4 (t, J = 34.3 Hz), 133.8, 128.6, 128.2, 127.9, 126.0, 124.8, 123.9, 123.3, 116.3 (d, J = 52.7 Hz), 110.6 (dd, J = 85.3, 26.0 Hz), 108.3 (t, J = 100.6 Hz), 45.3, 42.0, 26.3; LCMS m/z 467.1 ([M + H+], C21H17ClF2N2O2S2 requires 467.0).

According to the analysis of related databases, 210532-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kastrinsky, David B.; Sangodkar, Jaya; Zaware, Nilesh; Izadmehr, Sudeh; Dhawan, Neil S.; Narla, Goutham; Ohlmeyer, Michael; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6528 – 6534;,
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