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Synthetic Route of 118863-62-0, New Advances in Chemical Research in 2021. The appropriate choice of redox mediator can avoid electrode passivation and overpotential, which strongly inhibit the efficient activation of substrates in electrolysis. 118863-62-0, name is 3-(4-Bromophenyl)-1H-[1,2,4]triazole, molecular formula is C8H6BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.
Into a 1000 mL 3-necked flask, was placed a solution of ethyl 4- bromobenzenecarboximidoate (54.0 g, 237 mmol) in xylene (500 mL). To the mixture was added NH2NHCHO (14.22 g, 237 mmol). The resulting solution was heated to reflux overnight. The reaction mixture was cooled in an ice bath and filtered. The solid was washed with 700 mL of petroleum ether and dried in an oven under reduced pressure to afford 3-(4-bromophenyl)-lH- 1,2,4-triazole (crude) as a white solid.Into a 500 mL 3-necked flask was placed a solution of 3-(4-bromophenyl)-lH- 1,2,4-triazole (2.24 g, 10.0 mmol) in TetaF (200 mL). To this was added TEA (1.10 g, 10.9 mmol). To the mixture was added BoC2O (2.39 g, 11.0 mmol). The resulting solution was stirred overnight at room temperature. The mixture was evaporated, and the residue was purified by chromatography (1 :20 EtOAc/PE) to provide tert-butyl 3-(4-bromophenyl)-4H-l,2,4-triazole- 4-carboxylate as a white solid.Into a 2000 mL 3-necked flask was placed a solution of tert-butyl 3-(4- bromophenyl)-4H-l ,2,4-triazole-4-carboxylate (80.0 g, 247 mmol) in CH2Cl2 (800 mL). To the mixture was added TFA (400 mL). The resulting solution was stirred at room temperature for 1 h. The reaction was evaporated to provide 3-(4-bromophenyl)-l//-l,2,4-triazole as a white solid. 1H NMR (300 MHz, DMSOd6) 8.52 (s, IH), 7.97 (d, 2H), 7.69 (d, 2H). Calc’d for C8H7BrN3 [M+H]+ 224, found 224.
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Reference:
Patent; MERCK & CO., INC.; WO2008/156726; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics