Analyzing the synthesis route of 3939-09-1

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 3939-09-1, name is 2,4-Difluorobenzonitrile, A new synthetic method of this compound is introduced below., name: 2,4-Difluorobenzonitrile

To a solution of lH-l,2,3-triazole (3.5 g, 50.7 mmol) in tetrahydrofuran (10 mL) and dimethylformamide (20 mL) was added, portionwise, NaH (1.3 g, 51 mmol, 95%). The mixture was stirred at room temp for 30 min. 2,4-Difluorobenzonitrile (7.6 g, 55 mmol) was added and the mixture stirred at 85 C for 3 h. The white mixture was concentrated and purified by flash chromatography eluting with 0% to 10% ethyl acetate/hexanes to give intermediates 77 and 78.Intermediate 774-Fluoro-2-l,2,3-triazol-2-yl-benzonitrile. White needles (0.34 g, 3% yield).IH-NMR (300 MHz, CDCl3) delta ppm: 7.92 (2H, s), 7.88-7.79 (2H, m), 7.19-7.12 (IH, m). LCMS [M+H]+ calcd for C9H6N4F: 189.05; found: 189.12. Intermediate 782-Fluoro-4-l,2,3-triazol-2-yl-benzonitrile. White solid (0.097 g, 1% yield).1H-NMR (300 MHz, CDCl3) delta ppm: 8.03-7.95 (2H, m), 7.86 (2H, s), 7.74-7.69 (IH, m).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

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