Electric Literature of 7170-01-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.
To a solution of 3-methyl-lH-l,2,4~triazole (7.3 g, 88 mmol) in DMF (75 mL) was added K2CO3 (60.7 g5 439 mmol) and 2-bromopropionic acid teri-butyl ester (14.6 mL, 88 mmol). The reaction was stirred at room temperature overnight. The mixture was diluted with EtOAc (500 mL), washed with water (x 3) then brine. Dried over MgS04 and concentrated. The residue was purified by column chromatography on silica gel, eluting with EtOAc/isohexane (20 to 100%) to give 13 g of crude product as a 3:1 mixture of regioisomers. The mixture was purified by Cbiralcel OD with a gradient from 4% to 30% IP A/Heptane. Then the first two peaks were separated with Chiracel OD column isocratically eluting with 4% IP A/Heptane. The second peak was collected as the desired single stereoisomer (R or S) (2 -(3 -methyl- 1H- 1,2, 4- triazol-l-yl)propanoic acid iert-butyl ester) (3.5 g, 19%). 1H-NMR (500 MHz, CDC13) delta 8.05 (s, 1 H), 4.90 (q, J – 7 Hz, 1 H), 2.35 (s, 3 H), 1.72 (d, J = 7 Hz, 3 H), 1.40 (s, 9 H). ESI-MS calculated for C10H17N3O2: Exact Mass: 211.13; Found 156.05 (-tBu).
The synthetic route of 3-Methyl-1H-1,2,4-triazole has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK SHARP & DOHME CORP.; NAGABUKURO, Hiroshi; EDMONDSON, Scott, D.; SINHAROY, Mary, Struthers; DENNEY, William, S.; FRENKL, Tara, L.; WO2011/43942; (2011); A1;,
1,2,3-Triazole – Wikipedia,
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