The origin of a common compound about C7H3BrN2O2

Statistics shows that 1-Cyano-2-bromo-5-nitrobenzene is playing an increasingly important role. we look forward to future research findings about 134604-07-2.

Application of 134604-07-2, These common heterocyclic compound, 134604-07-2, name is 1-Cyano-2-bromo-5-nitrobenzene, 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.

Step 1 2-Cyano-4′-methyl-4-nitrobiphenyl To a solution of p-tolyltrimethyltin (389 mg, 1.525 mmol) in dry toluene (5 mL) under N2 was added 2-bromo-5-nitro-benzonitrile (276 mg, 1.22 mmol) and Pd(PPh3)4 (176 mg; 10 mol %). The reaction was stirred at reflux under N2 for 24 hours and then cooled to room temperature. The mixture was diluted with EtOAc and the solid was removed by filtration through a pad of celite. The filtrate was concentrated in vacuo and the residue was purified by flash chromatography on a silica column eluding with Hex/EtOAc (10:1) to afford 214 mg (74%) of the titled compound as a slightly yellow solid. 1 H-NMR: (300 MHz, CDCl3) delta 2.42 (s, 3H), 7.32 (d, 2H), 7.48 (d, 2H), 7.69 (d, 1H), 8.45 (dd, 1H), 8.61 (s, 1H).

Statistics shows that 1-Cyano-2-bromo-5-nitrobenzene is playing an increasingly important role. we look forward to future research findings about 134604-07-2.

Reference:
Patent; Merck & Co., Inc.; US5240928; (1993); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts