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ChemicalBook--->CAS DataBase List--->1496-40-8

1496-40-8

1496-40-8 Structure

1496-40-8 Structure
IdentificationMore
[Name]

N-(2-AMINO-4-TRIFLUOROMETHYLPHENYL)PIPERIDINE
[CAS]

1496-40-8
[Synonyms]

2-PIPERIDIN-1-YL-5-(TRIFLUOROMETHYL)ANILINE
2-PIPERIDIN-1-YL-5-TRIFLUOROMETHYL-PHENYLAMINE
AKOS B025581
AKOS BB-8562
ART-CHEM-BB B025581
ASISCHEM Z43511
BUTTPARK 44\09-69
N-(2-AMINO-4-TRIFLUOROMETHYLPHENYL)PIPERIDINE
2-piperidino-5-(trifluoromethyl)aniline
3-AMINO-4-(1-PIPERIDINO)BENZOTRIFLUORIDE
3-AMINO-4-PIPERIDINOBENZOTRIFLUORIDE
2-(1-Piperidinyl)-5-(trifluoromethyl)aniline
[Molecular Formula]

C12H15F3N2
[MDL Number]

MFCD00042161
[Molecular Weight]

244.26
[MOL File]

1496-40-8.mol
Chemical PropertiesBack Directory
[Melting point ]

41 °C
[Boiling point ]

332.2±42.0 °C(Predicted)
[density ]

1.236±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[pka]

6.19±0.11(Predicted)
[Appearance]

Off-white to light brown Solid
[CAS DataBase Reference]

1496-40-8(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H312-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P304+P340-P305+P351+P338-P405-P501a
[Hazard Codes ]

Xi
[Risk Statements ]

36
[Safety Statements ]

26
[HazardClass ]

6.1
[HS Code ]

2933399990
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2-(1-Piperidinyl)-5-(trifluoromethyl)aniline(1496-40-8)
Hazard InformationBack Directory
[Synthesis]

N-[2-NITRO-4-(TRIFLUOROMETHYL)PHENYL]PIPERIDINE

1692-79-1

N-(2-AMINO-4-TRIFLUOROMETHYLPHENYL)PIPERIDINE

1496-40-8

To a solution of methanol (10 ml) containing 1-(2-nitro-4-(trifluoromethyl)phenyl)piperidine (559 mg, 2.03 mmol) was sequentially added concentrated hydrochloric acid (2.00 ml, 24.0 mmol) and anhydrous stannous dichloride (2.50 g, 13.1 mmol) at 0 °C. The reaction mixture was gradually warmed up to room temperature with continuous stirring for 17.5 hours. Upon completion of the reaction, saturated aqueous sodium bicarbonate solution was added to the mixture for neutralization. Subsequently, the mixture was extracted three times with ethyl acetate. The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (50 g silica gel, eluent hexane/ethyl acetate = 14/1) to afford 2-piperidin-1-yl-5-(trifluoromethyl)aniline (448 mg, 1.83 mmol, 90.4% yield) as a light yellow solid. The product was characterized by TLC and 1H NMR (CDCl3, 400 MHz): TLC Rf 0.30 (unfolding agent hexane/acetone=18/1); 1H NMR (CDCl3, 400 MHz) δ 1.59-1.60 (m, 2H, CH2), 1.71 (tt, 4H, J=5.4,5.4Hz, 2CH2), 2.85 ( brs, 4H, 2CH2), 4.09 (brs, 2H, NH2), 6.92 (d, 1H, J=1.9Hz, aromatic-H), 6.97 (dd, 1H, J=1.9,8.4Hz, aromatic-H), 7.01 (d, 1H, J=8.4Hz, aromatic-H).

[References]

[1] Patent: EP1712242, 2006, A1. Location in patent: Page/Page column 18; 30
[2] Patent: EP1712242, 2006, A1. Location in patent: Page/Page column 18; 31
[3] Patent: EP2279750, 2011, A1
[4] European Journal of Medicinal Chemistry, 2017, vol. 134, p. 97 - 109
[5] Journal of Medicinal Chemistry, 2007, vol. 50, # 4, p. 627 - 640
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