Electric Literature of 956317-36-5, New Advances in Chemical Research in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.
To a solution of compound 6 (2.40 g, 11.76 mmol), compound 5 (2.86 g, 14.11 mmol), 1-hydroxy-1H-benzotriazole (1.90 g, 14.11 mmol), and dry triethylamine (3.56 g, 35.28 mmol) in 18 mL of dry DMF was added EDC hydrochloride (2.70 g, 14.11 mmol), and the reaction was stirred 2 h at room temperature. The reaction was partitioned between EtOAc and saturated aqueous NaHCO3, the layers were separated and the organic was added to aqueous citric acid stirring for 1 h. Water was added and the mixture was partitioned. Combined the water layers and added saturated aqueous Na2CO3 to regulate pH > 9, then extracted with three portions of EtOAc. The organic layers were combined, dried over MgSO4 and concentrated by rotary evaporation to provide compound 7 as a white power 4.30 g in 93% yield. Mp: 108-109 C, [alpha]D25 -58.4 (c 1.01, MeOH). 1H NMR (600 MHz, DMSO-d6): delta 8.00-7.76 (m, 3H), 7.37-7.17 (m, 7H), 4.40-4.09 (m, 1H), 3.63-3.48 (m, 2H), 3.44-3.02 (m, 3H), 2.82-2.75 (m, 1H), 2.63-2.47 (m, 1H), 2.63-2.14 (m, 5H), 2.02- 1.63 (m, 2H), 1.17-0.99 (m, 3H); MS (ESI) m/z: 390.30 [M+H]+. HR-MS(ESI): m/z [M+H] calcd. for C23H27N5O: 390.2288; found: 390.2281.
The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid is helpful to your research.
Reference:
Article; Chen, Yin; Zhou, Yan; Li, Jun-Hong; Sun, Jia-Quan; Zhang, Gui-Sen; Chinese Chemical Letters; vol. 26; 1; (2015); p. 103 – 107;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics