Some common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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. Safety of 1H-1,2,3-Triazole
To a mixture of2-bromo-4-fluorobenzoic acid (30 g, 137 mmol), cesiumcarbonate (89.26 g, 274 mmol) and Cui (5.27 g, 27.4 mmol) in DMF (200 mL) were addedN,N’ -dimethylcyclohexane-1,2-diamine (3.7 mL,23.3 mmol) and 1H-1,2,3-triazole (18.92 g, 27430 mmol). The resulting mixture was stirred at 110 C overnight, cooled, concentrated in vacuo anddiluted with water (150 mL). The aqueous layer was extracted with EtOAc (300 mL x 3). The aqueous layer was acidified with 2N HCl and extracted with EtOAc (300 mL x 4). Thecombined organic layers were washed with brine (150 mL x 3), dried over Na2S04, filtered andthe filtrate concentrated in vacuo. The residue was purified by chromatography on silica gel(petroleum ether: EtOAc = 100: 1 ~ 5 : 1) to provide the title compound (18.13 g) as a yellow5 solid. LRMS m/z (M+H) 208.0 found, 208.0 required.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 288-36-8, its application will become more common.
Reference:
Patent; MERCK SHARP & DOHME CORP.; BESHORE, Douglas C.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/18029; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics