These common heterocyclic compound, 151899-62-6, name is 3-Iodo-1-trityl-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. HPLC of Formula: C21H16IN3
Nitrogen gas was bubbled through a solution of 3-iodo-1-trityl-1H-1,2,4-triazole (i-28, 37.3 g, 85.35 mmol) and triethylamine (17.8 ml, 128 mmol) in anhydrous DMF (300 ml) heated at 35 C. for 30 mins. Pd(PPh3)2Cl2 (2.4 g, 3.4 mmol) and CuI (651 mg, 3.4 mmol) were added followed by addition of ethynyltrimethylsilane (18 ml, 128 mmol) in anhydrous DMF (18 ml) over 15 hours via syringe pump. After complete addition the mixture was heated at 35 C. for a further 5 hours. The mixture was poured into water (700 ml) and extracted with EtOAc (3¡Á300 ml). Combined EtOAc layers were washed with water (2¡Á500 ml), sat. NaCl (250 ml), dried over Na2SO4, filtered and evaporated. The residue was purified by MPLC on silica gel eluting with a gradient from 100% hexanes to 10% EtOAc in hexanes to afford the title compound. 1HNMR (500 MHz, CDCl3) delta: 7.96 (s, 1H), 7.37 (m, 9H), 7.14 (m, 6H), 0.27 (s, 9H)
The synthetic route of 3-Iodo-1-trityl-1H-1,2,4-triazole has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Morriello, Gregori J.; DeVita, Robert J.; US2008/280836; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics