New discoveries in chemical research and development 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.3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C3H4N4O
To a solution of 1,2,4-triazole-3-carboxamide 15 (224.5mg, 2.0mmol, 1.0equiv.) in dry DMF (6mL) was added Cs2CO3 (716.8mg, 2.2mmol, 1.1equiv.) and crotyl bromide (270.0mg, 2.2mmol, 1.1equiv.) and the reaction solution was stirred at room temperature under an argon atmosphere for 2h and then warmed at 70C for 12h. After concentration to dryness in vacuo, the residue was subjected to silica gel chromatography with CH2Cl2-MeOH (5:1) and employed in the next step without further purification. The residue (330mg) was suspended in THF (10mL), DMAP (44mg, 0.2mmol, 0.1equiv.) and Boc2O (1.31g, 6.0mmol, 3.0equiv.) were added under an argon atmosphere. The solution was stirred for 20h at room temperature and then the mixture was diluted with EtOAc and then extracted with EtOAc. The combined organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with petroleum ether-EtOAc (4:1) to give a mixture of Z (minor)/E (major) N1-crotyl-1,2,4-triazole-3-bis-Boc-carboxamide 19 (248.0mg, 34%) as a colorless oil. 1H NMR (400MHz, CDCl3) delta 8.09 (s, 1H), 5.88-5.74 (m, 1H), 5.72-5.63 (m, 1H), 4.82 (d, J=7.1Hz, 2H, CH2minor), 4.71 (d, J=6.6Hz, 2H, CH2major), 1.71 (dd, J=6.5, 1.3Hz, 3H, CH3minor), 1.67 (dd, J=6.5, 1.3Hz, 3H, CH3major), 1.36 (s, 18H). 13C NMR (100MHz, CDCl3) delta 160.6, 157.1, 149.7, 144.0, 133.4, 131.8, 123.3, 122.0, 84.5, 52.6, 47.1, 27.7, 17.8, 13.2. HRMS (ESI): m/z [M+H]+ calcd for C17H27N4O5: 367.19775, found: 367.19759.
We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 2H-1,2,4-Triazole-3-carboxamide ,and how the biochemistry of the body works.
Reference:
Article; Hamada, Manabu; Roy, Vincent; McBrayer, Tamara R.; Whitaker, Tony; Urbina-Blanco, Cesar; Nolan, Steven P.; Balzarini, Jan; Snoeck, Robert; Andrei, Graciela; Schinazi, Raymond F.; Agrofoglio, Luigi A.; European Journal of Medicinal Chemistry; vol. 67; (2013); p. 398 – 408;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics