Continuously updated synthesis method about 2-Fluoro-5-nitrobenzonitrile

The synthetic route of 2-Fluoro-5-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 17417-09-3, name is 2-Fluoro-5-nitrobenzonitrile, its 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. Product Details of 17417-09-3

6A: 2-(Ethylsulfonyl)-5-nitrobenzonitrile; [00219] Ethanethiol (2.8 mL, 38 mmol) was added to a solution of 2-fluoro-5- nitrobenzonitrile (5.00 g, 30.1 mmol) and triethylamine (9.3 mL, 67 mmol) in DMF (100 mL). The reaction mixture was stirred for 1 h and then poured into water (500 mL). The resulting precipitate was isolated by filtration, dissolved in DCM, washed with water and brine, dried (MgSO^, and concentrated under reduced pressure. The residue (6.14 g) was dissolved in DCM (100 mL), cooled to 0C, and treated with MCPBA (16.0 g, 71 mmol) in one portion. The reaction mixture was allowed to stir at rt overnight, and then was extracted with sodium bicarbonate solution (saturated), sodium bisulfite solution (10%), and brine. The organic layer was dried (MgSO4) and concentrated under reduced pressure to afford 6A (5.6 g, 80%) as a pale yellow solid. IH NMR (400 MHz, CDCl3) delta 1.02 (s, 6H), 1.97 (m, 2H), 2.36 (t, J = 7.5 Hz, 2H), 2.68 (t, J= 7.7 Hz, 2H), 3.76 (s, 4H), 7.18 (d, J= 7.9 Hz, 2H), 7.72 (d, J= 7.5 Hz, 2H).

The synthetic route of 2-Fluoro-5-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/76431; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts