Electric Literature of 4928-87-4, 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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.
To an ice-cold solution of the above obtained salt (0.25 g,0.63 mmol) in DMF (0.8 mL), iPr2NEt (0.33 mL, 1.89 mmol) wasadded. The reaction mixture was stirred at 0 C for 10 min and thenTCA (0.064 g, 0.57 mmol) and PyBrOP (0.32 g, 0.68 mmol) wereadded sequentially. The mixture was stirred at ambient temperaturefor 1 h and then it was diluted with EtOAc. The organic phasewas washed once with a 5% aq solution of NaHCO3 and thrice withH2O, dried over Na2SO4 and evaporated to dryness. Compound 9was purified with FCC. Yield: 0.16 g (75%); white foam; Rf(CHCl3/MeOH 9:1): 0.12; IR (KBr, cm1): 3117, 3041, 2931, 1648,1540, 1060; MS (ESI, 30 eV): m/z 417.45 [M+K], 401.24 [M+Na],379.28 [M+H]; HRMS (m/z): [M+H]+ calcd for C15H19N6O6,379.1366. Found: 379.1398; 1H NMR (d6-DMSO): d 9.27(t, J = 5.2 Hz, 1H), 8.30 (s, 1H), 8.14 (d, J = 8.8 Hz, 2H), 7.68 (d,J = 9.2 Hz, 1H), 7.57 (d, J = 8.8 Hz, 2H), 5.82 (br s, 1H), 5.00 (1H,unresolved d), 4.84 (br s, 1H), 4.02-3.94 (m, 1H), 3.54 (unresolveddd, 1H), 3.29 (dd, J = 6.0 and 10.4 Hz, 1H), 3.20 (q, J = 6.8 Hz, 2H),2.36-2.20 (m, 2H); 13C NMR (d6-DMSO): d 170.1 (two C), 156.9,156.3, 152.4, 146.8, 127.8 (two C), 123.2 (two C), 69.8, 60.9, 56.4,36.4, 34.3.
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 1,2,4-Triazole-3-carboxylic acid is helpful to your research.
Reference:
Article; Magoulas, George E.; Kostopoulou, Ourania N.; Garnelis, Thomas; Athanassopoulos, Constantinos M.; Kournoutou, Georgia G.; Leotsinidis, Michael; Dinos, George P.; Papaioannou, Dionissios; Kalpaxis, Dimitrios L.; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3163 – 3174;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics