Synthetic Route of 23579-79-5, These common heterocyclic compound, 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, 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.
LiHMDS (1 Min THF, 420 mL, 420 mmol) was added dropwise at 0 C to a cooled (ice bath) solution of 3-amino-4-fluorobenzotrifluoride (70 mL, 527.8 mmol) and 1H-1,2,4-Triazole, 3,5-dibromo-1-methyl-(46a, 50 g, 207.6 mmol) in anhydrous THF (500 mL). The reaction mixture was stirred at room temperature (rt) for 20 h. A saturated aqueous NH4Cl solution was added slowly. The reaction mixture was extracted with dichloromethane (DCM) and the organic layer was washed with brine, dried (MgSO4) and concentrated under reduced pressure. The resulting slurry was triturated in heptane/DIPE and a solid was formed,filtered and dried under vacuum at 60 C, to provide 65 in 78% yield; mp 159.2 C. 1H NMR (600 MHz, CDCl3) delta ppm 3.77 (s, 3H), 6.37 (d, J = 3.9 Hz, 1H),7.20-7.24 (m, 1H), 7.27-7.29 (m, 1H), 8.34 (dd, J = 7.7, 2.2 Hz, 1H). MS (ESI) m/z 339 [M+H].+ Anal. (C10H7BrF4N4) C, H, N.
Statistics shows that 3,5-Dibromo-1-methyl-1H-1,2,4-triazole is playing an increasingly important role. we look forward to future research findings about 23579-79-5.
Reference:
Article; Velter, Adriana I.; Bischoff, Franois P.; Berthelot, Didier; De Cleyn, Michel; Oehlrich, Daniel; Jaroskova, Libuse; Macdonald, Gregor; Minne, Garrett; Pieters, Serge; Rombouts, Frederik; Van Brandt, Sven; Van Roosbroeck, Yves; Surkyn, Michel; Trabanco, Andrs A.; Tresadern, Gary; Wu, Tongfei; Borghys, Herman; Mercken, Marc; Masungi, Chantal; Gijsen, Harrie; Bioorganic and Medicinal Chemistry Letters; vol. 24; 24; (2014); p. 5805 – 5813;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics