3-AMINO-4-PHENYLPYRIDINE

3-AMINO-4-PHENYLPYRIDINE Property

Boiling point:

334.6±22.0 °C(Predicted)

Density 

1.133

storage temp. 

2-8°C(protect from light)

pka

6.33±0.18(Predicted)

Appearance

White to off-white Solid

Safety

HS Code 

2933399990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

3-AMINO-4-PHENYLPYRIDINE Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 3-amino-4-phenylpyridine from 3-nitro-4-phenylpyridine: 3-nitro-4-phenylpyridine (600 mg, 3.00 mmol) and 10% palladium-carbon catalyst (319 mg, 0.150 mmol) were suspended in methanol (20 mL). The reaction mixture was stirred for 3 h at room temperature under hydrogen atmosphere (1 atm). Upon completion of the reaction, the catalyst was filtered through a diatomaceous earth pad to remove the catalyst. The filtrate was concentrated under reduced pressure to give an off-white solid 3-amino-4-phenylpyridine (420 mg, 2.468 mmol, 82% yield). The structure of the product was confirmed by NMR hydrogen spectroscopy (400 MHz, DMSO-d6): δ 8.11 (s, 1H), 7.85 (d, J = 4.8 Hz, 1H), 7.54-7.47 (m, 4H), 7.45-7.38 (m, 1H), 7.00 (d, J = 4.5 Hz, 1H), 5.10 (br.s., 2H); liquid chromatography-mass spectrometry (ESI) showed m/z 171.1 [(M + H)+, calculated value C11H11N2 171.1].

References

[1] Journal of Heterocyclic Chemistry, 2001, vol. 38, # 1, p. 99 - 104
[2] Angewandte Chemie - International Edition, 2013, vol. 52, # 1, p. 304 - 309
[3] Angew. Chem., 2013, vol. 125, # 1, p. 322 - 327,6
[4] Patent: WO2018/98411, 2018, A1. Location in patent: Page/Page column 85