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ChemicalBook CAS DataBase List 4-Morpholino-3-(trifluoromethyl)benzenamine
105316-06-1

4-Morpholino-3-(trifluoromethyl)benzenamine synthesis

3synthesis methods
-

Yield:105316-06-1 100%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol at 20; under 760.051 Torr; for 24 h;

Steps:

232.A 1-(3-aminomethylphenyl)-3-trifluoromethyl-5-((3-trifluorarmethyl-9-(N-morpholino)phenyl)aminocarbonyl)pyrazole bis-trifluoroacetate

Part A. Preparation of 3-trifluoromethyl-4-N-morpholinoaniline. 3-Trifluoromethyl-4-N-morpholinonitrobenzene (1.0 g,3.62 mmol) was added to a suspension of palladium on carbon (10%) in 25 mL methanol. The reaction mixture was placed under 1 atmosphere H2 at ambient temperature for 24h. Passed reaction mixture through a Celite pad and concentrated filtrate under reduced pressure to give the desired aniline in quantitative yeild. 1H-NMR(DMSO-d6) δ: 7.20 (d,1H,J=7.2Hz), 6.92 (d, 1H, J = 2.6), 6.81 (dd, 1H, J1 = 2.9Hz, J2 = 8.4Hz), 3.80 (m,4H), 3.74 (bs,2H), 2.83 (bt, 4H, J = 4.4Hz), 3.70-3.66 (m,4H), 3.09-3.06 (m,4H). Ammonia CI mass spectrum analysis m/z(relative intensity) 247 (M+H,100).

References:

EP946508,2009,B1 Location in patent:Page/Page column 95