Application of 433-94-3,Some common heterocyclic compound, 433-94-3, name is 2-Chloro-6-(trifluoromethyl)aniline, molecular formula is C7H5ClF3N, 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.
First, 30 g (0.153 mol) 2-chloro-6-trifluoromethylaniline (commercially available)765 ml of dimethyl sub-grind (DMSO)Followed by the addition of 68.1 g (0.23 mol) of 2-iodoheptafluoropropane,46 ml 1 molar aqueous solution of iron (II) sulfate with 15.4 g 98% strength sulfuric acid.The mixture was then degassed with argon,And using a syringe pump,Then 34.8 g of a 30% strength aqueous hydrogen peroxide solution was added dropwise over 30 minutes.During the addition,The temperature rose to 70 C.The mixture was allowed to stir for another 20 minutes,During that period,The temperature dropped to 30 C.The reaction mixture was then poured onto a saturated aqueous solution of sodium hydrogencarbonate,And extracted with ethyl acetate.The combined extracts were washed with water,Followed by washing with a saturated aqueous solution of sodium hydrogen sulfate and a saturated aqueous solution of sodium chloride,Dried over sodium sulfate,And concentrated on a rotary evaporator under reduced pressure. In terms of purification,The residue was placed in cassettes containing 330 g of silica gel,Gradient chromatography using pure cyclohexane to 90:10 (v / v) cyclohexyl acetate / ethyl acetate. This gave 46.1 g of 2-chloro-4-heptafluoroisopropyl-6-trifluoromethylaniline.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-6-(trifluoromethyl)aniline, its application will become more common.
Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; HALLENBACH, WERNER; SCHWARZ, HANS-GEORG; GOERGENS, ULRICH; ILG, KERSTIN; TURBERG, ANDREAS; HORSTMANN, SEBASTIAN; KOEHLER, ADELINE; (178 pag.)TW2016/7938; (2016); A;,
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