Reference of 1015-89-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1015-89-0 as follows.
Phenanthridin-6(5H)-one (1; 1.017 g, 5.209 mmol) was placed in aSchlenk flask under argon. Freshly distilled CH2Cl2 (30 mL) was added,and the resulting solution was cooled to 0 C. Tf2O (3.00 g, 1.74 mL,10.6 mmol, 2.0 equiv) was added dropwise to the suspension. After40 min, the mixture became almost completely homogeneous. After afurther 20 min of stirring, pyridine (0.414 g, 423 muL, 5.233 mmol, 1.02equiv) was slowly added and a precipitate formed. The resulting mixturewas stirred at 0 C for 40 min. Next, H2O (20 mL) was added andthe mixture was extracted with CH2Cl2 (2 ¡Á 30 mL). The organic layerwas dried (Na2SO4), filtered, and concentrated on a rotary evaporator.The resulting residue was dissolved in Et2O (10 mL) and hexane (60mL) was added. Most of the volatiles were then slowly removed on arotary evaporator. The resulting suspension was filtered to give abeige solid; 1.551 g (91%); mp 82-83 C (Et2O-hexane); Rf = 0.57(hexane-EtOAc, 5:1).IR (CHCl3): 3082, 3047, 1629, 1615, 1467, 1426, 1244, 1216, 1137,1023, 607 cm-1.1H NMR (600 MHz, acetone-d6): delta = 9.00 (ddt, J = 8.3, 1.1, 0.6 Hz, 1 H,H-6), 8.89 (ddt, J = 8.1, 1.4, 0.6 Hz, 1 H, H-11), 8.34 (ddd, J = 8.3, 1.4,0.7 Hz, 1 H, H-3), 8.19 (ddd, J = 8.3, 7.1, 1.4 Hz, 1 H, H-5), 8.11 (ddd,J = 8.0, 1.5, 0.7 Hz, 1 H, H-14), 8.02 (ddd, J = 8.3, 7.1, 1.1 Hz, 1 H, H-4),7.94 (ddd, J = 8.0, 7.1, 1.4 Hz, 1 H, H-13), 7.90 (ddd, J = 8.1, 7.1, 1.5 Hz,1 H, H-12).13C NMR (151 MHz, acetone-d6): delta = 152.50 (C-2), 141.70 (C-8),137.27 (C-10), 134.08 (C-5), 130.96 (C-13), 130.10 (C-4), 129.92 (C-14), 129.35 (C-12), 125.53 (C-7), 124.73 (C-3), 124.02 (C-6), 123.93(C-11), 119.50 (q, JC-F = 320 Hz, CF3), 119.10 (C-9).MS (ESI): m/z (%) = 350.1 [M + Na]+ (100).HRMS (ESI): m/z [M + H]+ calcd for C14H9F3NO3S: 328.0250; found:328.0250.
According to the analysis of related databases, 1015-89-0, the application of this compound in the production field has become more and more popular.
Reference:
Article; Sonawane, Manoj R.; Vavra, Jan; ?aman, David; Cisa?ova, Ivana; Teply, Filip; Synthesis; vol. 47; 22; (2015); p. 3479 – 3488;,
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