4-Bromo-1-methyl-1H-1,2,3-triazole (cas: 13273-53-5) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Reference of 13273-53-5
Methylated 1,2,3-triazoles. II was written by Begtrup, Mikael;Pedersen, Christian. And the article was included in Acta Chemica Scandinavica (1947-1973) in 1966.Reference of 13273-53-5 This article mentions the following:
1-Methyl-5-methoxy-1,2,3-triazole (I) with MeI yielded 1,3-dimethyl-4-methoxy-1,2,3-triazolium iodide (II) which was also prepared from 1,3-dimethyl-1,2,3-triazol-4-one (III) with MeI or from 1,3-dimethyl-4-bromo-1,2,3-triazolium iodide (IV) with NaOMe. II heated or kept in CHCl3 at room temperature lost MeI to give III. The chloride analog (V) of IV with NaOH gave a compound believed to be the 5-Br derivative (VI) of III; it was also obtained by the bromination of III. 1-Methyl-4-bromo-1,2,3-triazole (417 mg.) and 2.5 cc. MeI heated 6 hrs. in a sealed tube, and the product stirred 2 hrs. in EtOH with excess AgCl gave 440 mg. V, m. 193° (EtOH-Et2O). IV (98 mg.), 8.0 mg. Na, and 3.5 cc. MeOH heated 2 hrs. at 75°, treated with 70 mg. NaI, stirred 15 min., and filtered gave 3 mg. II; the mother liquors yielded 35 mg. III. V (70 mg.) and 0.17 cc. soln, of 220 mg. Na in 5 cc. EtOH heated 3 hrs. at 70°, neutralized with CO2, and worked up gave 63 mg. 1,3-dimethyl-4-ethoxy-1,2,3-triazolium chloride (VII), yellow, hygroscopic oil. III (30 mg.) refluxed 3 hrs. with 2 cc. EtI, and the product (74 mg.) stirred 1 hr. in EtOH with excess AgCl yielded 49 mg. yellowish, oily, hygroscopic VII. III (217 mg.) refluxed 3 hrs. with 2 cc. MeI gave 455 mg. yellow II, m. 111° (MeOH-Et2O). II (19 mg.) in 0.5 cc. CDCl3 in an N.M.R. tube kept at room temperature showed after 4 days the spectrum of III; the solution evaporated gave 9 mg. III, m. 78-85°. VII in CHCl3 was unchanged, after 4 days at room temperature, but heated 1 hr. at 80° gave III. I (50 mg.) in 0.5 cc. CDCl3 and 0.10 cc. MeI kept 6 weeks at room temperature in a N.M.R. tube and evaporated left 44 mg. III, m. 78-85°; a similar run gave during 48 hrs. 53% II. V (92 mg.) in 4 cc. N NaOH heated 16 hrs. at 100° in a sealed tube and neutralized with N HCl, and the crude product chromatographed on silica gel yielded 22 mg. VI, m. 141°. III (112 mg.) in 1 cc. CHCl3 treated with 0.05 cc. Br in 5 cc. cold CHCl3 and filtered after 10 min., and the residue stirred 1 hr. in H2O with excess Amberlite IR-4B gave 84 mg. VI, m. 141°; the mother liquor residue treated similarly with Amberlite yielded 48 mg. VI, m. 141°. In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methyl-1H-1,2,3-triazole (cas: 13273-53-5Reference of 13273-53-5).
4-Bromo-1-methyl-1H-1,2,3-triazole (cas: 13273-53-5) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Reference of 13273-53-5
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary