23579-79-5, A common compound: 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, belongs to Triazoles compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.
A mixture of 17.5 g (0.073 mol) of triazole 2a and 36.5 mL (0.73 mol) of 98 % hydrazine hydrate in 150 mL of propan-2-ol was refluxed for 5.5 h with stirring. The mixture was cooled, the precipitate was filtered off, and the filtrate was evaporated to a volume of 15 mL to isolate an additional amount of the product which was combined with the main portion and recrystallized from toluene. Yield 11.6 g (83 %), mp 196-197 C. IR spectrum, nu, cm-1: 3325 (NH), 3256, 2924,1634 (NH), 1582, 1521, 1456, 1437, 1429, 1331, 1294, 1246, 1227, 1132, 1024, 999, 947, 866, 731, 681, 608, 567, 557. 1H NMR spectrum, delta, ppm: 3.51 s (3H,CH3), 4.52 br.s (2H, NH2, overlapped by the signal of water present in the solvent), 7.84 s (1H, NH). 13C NMR spectrum, deltaC, ppm: 34.3 (CH3), 135.5 (C3),159.5 (C5). Mass spectrum, m/z (Irel, %): 193 (61.3) [M]+, 191 (64.2) [M]+, 178 (4.8), 177 (8.2), 176 (8.2), 175 (10.0), 174 (2.9), 164 (3.1), 163 (4.1), 161 (9.1), 159 (8.2), 136 (5.3), 135 (9.4), 134 (6.3), 133 (11.4), 112 (70.4), 108 (16.0), 106 (16.1), 95 (13.0), 83 (43.0), 82 (47.8), 81 (8.6), 80 (5.7), 78 (6.9), 68 (5.9), 56 (7.6), 55 (18.1), 53 (30.6), 43 (100), 42 (32.7), 41 (7.9), 40 (7.3), 31 (18.6), 30 (37.6), 29 (18.8), 28 (11.8), 27 (7.5), 17 (5.7), 16 (8.9), 15 (39.4). Found,%: C 19.07; H 3.11; N 36.87. C3H6BrN5. Calculated, %: C 18.77; H 3.15; N 36.47. M 192.02.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Tolstyakov; Russian Journal of Organic Chemistry; vol. 54; 10; (2018); p. 1537 – 1547; Zh. Org. Khim.; vol. 54; 10; (2018); p. 1525 – 1534,10;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics