With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53911-68-5,4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.
The solution of commercial 4-nitro-1,2-phenylenediamine (0.31 g) and 3-(4-chlorophenyl)glutaric anhydride (0.45 g) in 1,4-dioxane (3 ml) was stirred under reflux for 0.75 h. 4M HCl in 1,4-dioxane (3 ml) was added and the solution is further heated to reflux for 1 h. After cooling to rt the precipitate is collected by suction filtration and washed with 1,4-dioxane and diethyl ether. The crude is recrystallised from acetic acid to give 4-(5-benzoyl-2-benzimidazolyl)-3-(4-chlorophenyl)butanoic acid HCl (0.59 g) as beige coloured solid.1H-NMR (500 MHz, DMSO-d6)): delta (ppm)=2.72 (dd, J=16.2, 8.7 Hz, 1H), 2.84 (dd, J=16.2, 6.1 Hz, 1H), 3.41 (dd, J=14.9, 8.9 Hz, 1H), 3.52 (dd, J=14.9, 7.0 Hz, 1H), 3.85 (m, 1H), 7.30 (d, J=8.5 Hz, 2H), 7.36 (d, J=8.5 Hz, 2H), 7.85 (d, J=9.0 Hz, 1H), 8.23 (dd, J=9.0, 2.2 Hz, 1H), 8.51 (d, J=2.1 Hz, 1H).13C-NMR and DEPT (125 MHz, DMSO-d6): delta (ppm)=33.46 (CH2), 39.28 (CH), 39.64 (CH2), 110.68 (CH), 114.50 (CH), 119.70 (CH), 128.31 (2CH), 129.19 (2CH), 131.36 (C), 132.76 (C), 136.93 (C), 140.97 (C), 144.01 (C), 156.90 (C), 172.23 (CO).
53911-68-5 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione 104639, aTetrahydropyrans compound, is more and more widely used in various.
Reference£º
Patent; UNIVERSITAET DES SAARLANDES; US2012/46307; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics