Electric Literature of 7411-23-6, A common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, 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.
3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) and salicylic alcohol2c (447 mg, 2.9 mmol) were refluxed for 2 h in DMF (10 mL). Aftercompletion of the reaction, the mixture was cooled and poured intoH2O (30 mL). The precipitate formed was collected by filtration,washed with H2O, dried, and recrystallized from EtOH; yield: 585 mg(60%); colorless crystals; mp 149-150 C.IR (KBr): 3500-3000 (O-H), 1612, 1593, 1553, 1520, 1485, 1468,1433, 1364, 1290, 1267, 1231, 1184, 1069, 1005, 916, 837, 777, 760,721, 704 cm-1.1H NMR (400 MHz, DMSO-d6): delta = 9.09 (s, 1 H, OH), 6.91 (dd, J = 8.2,1.2 Hz, 1 H, Ar), 6.73 (t, J = 7.9 Hz, 1 H, Ar), 6.57 (d, J = 7.6 Hz, 1 H, Ar),5.26 (s, 2 H, CH2), 3.75 (s, 6 H, 2 ¡Á CH3O).1H NMR (400 MHz, CD3CN): delta = 6.91 (dd, J = 8.0, 1.4 Hz, 1 H, Ar), 6.89(br s, 1 H, OH), 6.79 (t, J = 8.0 Hz, 1 H, Ar), 6.66 (dd, J = 7.8, 1.4 Hz, 1 H,Ar), 5.27 (s, 2 H, CH2), 3.82 (s, 6 H, 2 ¡Á CH3O).13C NMR (100 MHz, DMSO-d6): delta = 148.0 (C), 144.8 (C), 139.6 (C),131.7 (C), 121.5 (C, CH), 119.5 (CH), 112.4 (CH), 56.4 (2 ¡Á CH3), 49.2(CH2).13C NMR (100 MHz, CD3CN): delta = 147.2 (C), 144.2 (C), 139.4 (C), 130.5(C), 121.4 (CH), 120.3 (C), 119.7 (CH), 111.7 (CH), 55.9 (2 ¡Á CH3), 48.7(CH2).Anal. Calcd for C10H9Br2N3O2: C, 33.09; H, 2.50; N, 11.58. Found: C,32.95; H, 2.41; N, 11.45.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics