These common heterocyclic compound, 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, 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: C10H6F3NO2
To a solution of 2 (1.40g, 6.11mmol), in 20mL CH2Cl2 was added triethylamine (1.78mL, 12.81mmol) and the solution was stirred at 35C for 20min. After cooling the system to room temperature, thiophosgene (1.40mL, 18.37mmol) was added dropwise and the mixture was stirred at 35C for 20min. The reaction was completed after 20min, as indicated by TLC (Hexanes:EtOAc=8:1). Excess of CSCl2 was removed by distillation in high vacuum. The orange precipitate was dissolved in 20mL CH2Cl2, filtered through silica gel for the removal of triethylamine hydrochloride, washed with 10mL dichloromethane, and dried in high vacuum to yield 1.37g (83.0%) of product as a light orange solid.mp: 119.7-120.8C. 1H NMR (300MHz, DMSO-d6): delta (ppm)=7.73-7.76 (m, 1H, ArH), 7.71 (d, 1H, J=2.1Hz, ArH), 7.50 (dd, 1H, J1=2.1Hz, J2=8.7Hz, ArH), 7.12 (s, 1H, C-CH-C=O). 13C NMR (75MHz, DMSO-d6) delta (ppm): 158.45, 154.83, 139.03, 138.59, 136.87, 134.37, 126.56, 123.65, 118.29, 115.13, 113.00. 19F NMR (282MHz, DMSO-d6) delta (ppm): -63.42. HR-ESI-MS (C11H4F3NO2S): m/z calcd for [M+H]+=271.9993, found=271.9987.
The synthetic route of 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one has been constantly updated, and we look forward to future research findings.
Reference:
Article; Li, Zheng-Yi; Su, Hong-Kui; Tong, Hong-Xiao; Yin, Yue; Xiao, Tangxin; Sun, Xiao-Qiang; Jiang, Juli; Wang, Leyong; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 200; (2018); p. 307 – 312;,
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