Related Products of 1206980-39-3, 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 1206980-39-3 as follows.
4-Amino-2-chloro-3-trifluoromethoxy pyridine (20); At 0 0C, diisopropylamine (1.2 g, 1.6 mL, 11.1 mmol, 1.1 eq) was added dropwise to a solution of butyllithium (1.56 M in hexane, 7.1 mL, 11.1 mmol, 1.1 eq) in THF (15 mL). At -78 0C, a solution of 2-chloro-3-trifluoromethoxy pyridine (8, 2.0 g, 10.1 mmol, 1 eq) in THF (5 mL) was added dropwise followed after 2 h by benzenesulfonyl azide (2.8 g, 15.2 mmol, 1.5 eq). The reaction mixture was allowed to reach 25 0C before being treated with a saturated aqueous solution of ammonium chloride (20 mL) and extracted with diethylehter (3 x 10 mL). The combined organic layers were dried over sodium sulfate and evaporated to afford a crude red oil of 4-azido-2-chloro-3- trifluoromethoxypyridine. It was then dissolved in anhydrous diethylether (90 mL) and added dropwise to a suspension of lithium aluminium hydride (430 mg, 11.2 mmol, 1.1 eq) in diehtylether (90 mL). The reaction mixture was heated under reflux for 5 h before being treated with water (100 mL) and extracted with diethylether (3 x 30 mL). The combined organic layers were dried over sodium sulfate before being evaporated. The crude product was purified by chromatography on silica gel using ethyl acetate/cyclohexane (1 :4) as eluent which afforded pure 4-amino-2-chloro-3- trifluoromethoxy pyridine (20, 1.6 g, 7.5 mmol, 75%) as yellow crystals; m.p. 54-56 0C.1H NMR (CDCl3, 300 MHz): delta = 7.78 (d, J = 5.5 Hz, 1 H), 6.51 (d, J = 5.5 Hz, 1 H), 4.69 (bs, 2 H). – 19F NMR (CDCl3, 282 MHz): delta = -57.0. – 13C NMR (CDCl3, 75 MHz): delta = 171.2, 148.4, 147.0, 146.3, 120.9 (q, J= 260 Hz), 111.0. – HRMS (ESI positive) forC6H5ClF3N2O [M+H]: calcd. 213.0037; found 213.0051. – C7H3ClF3NO3 (212): calcd. (%) C 33.90, H 1.90, N 13.18; found C 33.45, H 2.10, N 13.40.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1206980-39-3, its application will become more common.
Reference:
Patent; BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG; WO2010/40461; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem