Synthetic Route of 56131-46-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 56131-46-5 name is 3-Bromo-2-chloroaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Reference Example 14 3-Bromo-2-chloro-N-cyclopropylaniline hydrochloride To a solution of 3-bromo-2-chloroaniline in methanol (25 ml)-acetic acid (5.4 ml), [(1-ethoxycyclopropyl)oxy]trimethylsilane was added dropwise at room temperature, and the mixture was stirred at 68¡ãC for 3 hr. The reaction mixture was allowed to cool to room temperature, and concentrated under reduced pressure (residue A). To a suspension of sodium borohydride (1.8 g) in THF(25 ml), boron trifluoride diethyl ether complex (6.0 ml) was added dropwise under nitrogen atmosphere at 0¡ãC, and the mixture was further stirred for 1 hr. A solution of residue A in THF (15 ml) was added dropwise to the mixture at 0¡ãC, and the mixture was stirred at room temperature for 3 hr, and at 60¡ãC overnight. Water was added to the reaction mixture at 0¡ãC, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography. 4N Hydrogen chloride-ethyl acetate (60 ml) was added, and the mixture was stirred for 10 min. The solvent was evaporated under reduced pressure, and the obtained residue was washed with ethyl acetate to give the object (3.46 g) as crystals. 1H-NMR (DMSO-d6) delta0.47-0.54 (2H, m), 0.70-0.78 (2H, m), 2.35-2.44 (1H, m), 6.26 (2H, br s), 6.97 (1H, dd), 7.03 (1H, dd), 7.11 (1H, t).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-2-chloroaniline, and friends who are interested can also refer to it.
Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1847541; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics