The important role of 2,3-Difluorobenzonitrile

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 21524-39-0, and friends who are interested can also refer to it.

21524-39-0, 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 21524-39-0 as follows.

3-Fluoro-2-(l,l-dioxo-llambda6-[l,2]thiazinan-2-yl)benzonitriQ. To a solution of l,l-dioxo-llambda6-[l,2]thiazin-2-ane (1.90 g, 14.4 mmol) dissolved in tetrahydrofuran (8 mL) and dimethylformamide (2 mL) was added sodium hydride (0.36 g, 95%, 14.4 mmol) and the mixture stirred for 20 min. To this was added 2,3-difluorobenzonitrile (2.0 g, 14.4 mmol) and the mixture stirred at 90 0C for 2 h. The mixture was partitioned between ethyl acetate and water. The organic phase was washed with water and brine then concentrated. The solid residue was triturated with 1 : 1 ethyl acetate/hexane to give the title compound as a pale brown solid (0.47 g, 13% yield). 1H-NMR (500 MHz, CDCl3) delta ppm: 7.47-7.45 (IH, m), 7.32-7.36 (2H, m), 4.08-4.02 (IH, m), 3.57 (IH, td, J- 13.0, 3,7 Hz), 3.40-3.34 (IH, m), 3.32-3.27 (IH, m), 2.44- 2.32 (2HF, m), 2.04-1.97 (2H, m), 1.90-1.84 (IH, m). LCMS [M+H]+ calcd for C11H12N2FO2S: 255.28; found: 255.13.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 21524-39-0, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/64316; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts