| Identification | Back Directory | [Name]
4-(PYRIDIN-4-YL)ANILINE | [CAS]
13296-04-3 | [Synonyms]
4-(Pyridin-4-yl)
4-(4-Pyridyl)aniline
4-(4-Pyridinyl)aniline
4-(PYRIDIN-4-YL)ANILINE
4-(4-Aminophenyl)pyridine
4-(p-Aminophenyl)pyridine
4-PYRIDIN-4-YL-PHENYLAMINE
4-(4-Pyridinyl)benzenamine
4-(pyridin-4-yl)benzenaMine
4-(4-pyridinyl)benzeneaMine
Pyridine, 4-(p-aminophenyl)-
Benzenamine, 4-(4-pyridinyl)- | [Molecular Formula]
C11H10N2 | [MDL Number]
MFCD00970053 | [MOL File]
13296-04-3.mol | [Molecular Weight]
170.21 |
| Chemical Properties | Back Directory | [Melting point ]
232-234℃ | [Boiling point ]
319.1±17.0 °C(Predicted) | [density ]
1.133 | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
6.55±0.10(Predicted) | [Appearance]
Off-white to light brown Solid | [InChI]
InChI=1S/C11H10N2/c12-11-3-1-9(2-4-11)10-5-7-13-8-6-10/h1-8H,12H2 | [InChIKey]
GKVYVZSNXXTOMQ-UHFFFAOYSA-N | [SMILES]
C1(N)=CC=C(C2C=CN=CC=2)C=C1 |
| Hazard Information | Back Directory | [Uses]
4-(4-Pyridinyl)aniline is diazotized, its product is nitrated and reduced to form 2-Amino-4-(4-pyridyl)phenol, which can increase cardiac contractility; Also, it is derived from 4-Pyridineboronic Acid (P991355), which is boronic acid derivative and their binding affinities with diols. | [Synthesis]
Tert-butyl 4-(pyridin-4-yl)phenylcarbamate (600 mg, 2.2 mmol) was treated with a mixture of dichloromethane (DCM) and trifluoroacetic acid (TFA) (1:1, 1 mL) for 2 hr at room temperature, and upon completion of the reaction, 4-(pyridin-4-yl)aniline (20) (380 mg, 99%) was obtained. Subsequently, the solvent was removed by distillation under reduced pressure. The structure of the product 4-(pyridin-4-yl)aniline (20) was 1H NMR (400 MHz, d6-DMSO) δ 8.81 (s, 2H), 8.25 (s, 2H), 7.76 (d, J = 8.7 Hz, 2H), 6.87 (m, 2H), 2.09 (s, 2H) and mass spectrometry (ESI) m/z 171 [M + H]+ for Confirmation. High resolution mass spectrometry (HRMS) calculated value of CnHn2 171.0917 and measured value of 171.0938 further verified the structure of the product. | [References]
[1] Journal of Medicinal Chemistry, 2012, vol. 55, # 5, p. 2474 - 2478
[2] Patent: WO2013/112722, 2013, A1. Location in patent: Page/Page column 45
[3] Dyes and Pigments, 2017, vol. 137, p. 229 - 235
[4] Journal of Medicinal Chemistry, 1997, vol. 40, # 22, p. 3542 - 3550 |
|
|