Synthetic Route of 63666-11-5, New Advances in Chemical Research in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 63666-11-5, name is Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate, molecular formula is C5H8N4O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.
Example 19A (rac)-Diethyl 7-(4-cyanophenyl)-5-methyl-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-2,6-dicarboxylate Under an atmosphere of argon, ethyl 3-amino-1H-1,2,4-triazole-5-carboxylate (700 mg, 4.4 mmol) and ethyl 2-(4-cyanobenzylidene)-3-oxobutanoate (1.18 g, 4.9 mmol, 1.1 eq.) were dissolved in DMF (5 ml), and solid sodium bicarbonate (1.86 g, 22.1 mmol, 5 eq.) was added. The mixture was stirred at 55 C. for 6 h. The mixture was then filtered, and the DMF from the filtrate was distilled off under reduced pressure. The residue was purified by preparative HPLC (Gromsil C18 column, 30*250 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (1.3 g, 80% of theory). LC-MS (Method 3): Rt=3.07 min; MS (ESIpos): m/z (%)=382.3 (100) [M+H]+; MS (ESIneg): m/z (%)=380.2 (100) [M-H]-. 1H-NMR (400 MHz, DMSO-d6): delta=1.0 (t, 3H), 1.25 (t, 3H), 2.45 (s, 3H), 3.95 (m, 2H), 4.25 (m, 2H), 6.45 (s, 1H), 7.5 (m, 2H), 7.8 (m, 2H), 11.1 (s, 1H).
Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms.In my other articles, you can also check out more blogs about Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate.
Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2012/4203; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics