Electric Literature of 1535-75-7,Some common heterocyclic compound, 1535-75-7, name is 2-(Trifluoromethoxy)aniline, molecular formula is C7H6F3NO, 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.
Preparation 11(2 -Trifluoromethoxy-phenvD-hydrazine hydrochlorideTo a stirred solution of hydrochloric acid (37%, 1.6 L) at 0 0C is added 2- trifluoromethoxy-phenylamine (200 g, 113 mmol) followed by water (160 mL) and additional hydrochloric acid (160 mL). The mixture is warmed to room temperature, is stirred for 20 minutes, and is cooled to -5 0C. A solution of sodium nitrite (82 g, 1.19 mmol) in water (400 mL) is added dropwise keeping the internal temperature below 0 0C. The mixture is cooled to -5 0C and a solution of tin (II) chloride dihydrate (1020 g, 4520 mmol) in of HCl (37%, 3.2 L) is added dropwise keeping the internal temperature below O0C. The mixture is warmed to room temperature, is stirred for 3 h, filtered, and washed with 6 N HCl (3L) to obtain a yellow solid that is dried under vacuum overnight The title compound (115.8 g, 54%) is obtained pink-brown solid.Preparation 12 Trifluoromethoxy-phenyl-hydrazine hydrochlorideThe title compound (115.8 g, 54%) is prepared essentially according to the preparation of (2-trifluoromethoxy-phenyl)-hydrazine hydrochloride using 2- trifluoromethoxy-phenylamine.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(Trifluoromethoxy)aniline, its application will become more common.
Reference:
Patent; ELI LILLY AND COMPANY; WO2007/140183; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem