Reference of 23579-79-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 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.
a) 5-Bromo-2-methyl-2H-[ 1 ,2,4]triazole-3-carbaldehyde To a solution of 3,5-dibromo-l-methyl-lH-l,2,4-triazole (500 mg, 2.08 mmol, Eq: 1.00) in tetrahydrofuran (5 ml) was added dropwise at -45 C under argon atmosphere n-butyllithium 1.6 M in hexane (1.56 ml, 2.49 mmol, Eq: 1.2). The resulting mixture was stirred for 30 minutes at -45C and was then cooled to -70C. Then dimethyl formamide (197 mg, 209 mu, 2.7 mmol, Eq: 1.3) wass added dropwise. After 15 minutes the cooling bath was removed and the mixture was allowed to reach 25 C. The mixture was stirred for additional 2 hours at 25 C. The mixture was poured on water and extracted twice with ethyl acetate, the organic layers were combined, washed with water and brine, dried over magnesium sulfate, filtrated and evaporated, affording 5-bromo-2-methyl-2H-[l,2,4]triazole-3-carbaldehyde (218 mg / 55.3 %) as an orange semi solid. MS: m/e= 189 (M+H+)
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Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KUHN, Bernd; LERNER, Christian; RUDOLPH, Markus; SCHAFFHAUSER, Herve; WO2013/178572; (2013); A1;,
1,2,3-Triazole – Wikipedia,
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