Some common heterocyclic compound, 1194-65-6, name is 2,6-Dichlorobenzonitrile, molecular formula is C7H3Cl2N, 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. Recommanded Product: 2,6-Dichlorobenzonitrile
EXAMPLE 37; N-{[1-(2-Cyclopropylethyl)-2-(2,6-dichlorophenyl)-4-hydroxy-6-oxo-1,6-dihydro-5-pyrimidinyl]carbonyl}glycine; 37a) 3-(2-Cyclopropylethyl)-2-(2,6-dichlorophenyl)-6-hydroxy-4(3H)-pyrimidinone; A 2 M solution of trimethylaluminium in hexane (1.38 mL, 2.76 mmol) was added to a stirred mixture of 2-(cyclopropyl)ethylamine hydrochloride (PCT Int. Appl. (2004), WO 2004052312, 0.305 g, 2.49 mmol), 2,6-dichlorobenzonitrile (0.516 g, 3.00 mmol) and toluene (5 mL) at room temperature. The mixture was stirred in a microwave reactor at 160 C. for 0.5 h, then cooled and the solvent removed under reduced pressure. Diethyl malonate (1.60 g, 10.0 mmol), 2-methoxyethanol (15 mL) and 4.37 M sodium methoxide in methanol (2.30 mL, 10.1 mmol) were added and the mixture refluxed under nitrogen for 18 h. After cooling, the mixture was poured into water (200 mL) containing 1 M aqueous sodium hydroxide (2 mL), washed with ether, acidified to pH 2 with 6 M aqueous hydrochloric acid, and extracted with ethyl acetate. The extracts were washed with water and brine, dried (MgSO4) and evaporated under reduced pressure. The residue was triturated with ether and the solid collected, washed with ether and dried to give the title compound (0.478 g, 59%) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm -0.29–0.20 (m, 2 H) 0.26-0.34 (m, 2 H) 0.44-0.60 (m, 1 H) 1.33-1.44 (m, 2 H) 3.60-3.72 (m, 2 H) 5.49 (s, 1 H) 7.66 (dd, J=9.09, 7.07 Hz, 1 H) 7.70-7.78 (m, 2 H) 11.80 (br. s., 1 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1194-65-6, its application will become more common.
Reference:
Patent; Shaw, Antony N.; Duffy, Kevin J.; Tedesco, Rosanna; Wiggall, Kenneth; US2008/171756; (2008); A1;,
Nitrile – Wikipedia,
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