5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carbonitrile

5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carbonitrile Property

Density 

1.37

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

Appearance

Light brown to brown Solid

Safety

HS Code 

2933399990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carbonitrile Chemical Properties,Usage,Production

Synthesis

To 2-hydrazinopyridine (3.00 g, 27.5 mmol) and ethoxymethylene malononitrile (3.37 g, 27.5 mmol) in 50 mL of ethanol, triethylamine (3.8 mL, 27.5 mmol) was added. The reaction mixture was heated to reflux for about 3.5 hours. After completion of the reaction, it was cooled to room temperature and the precipitated solid was collected to afford the white solid product 5-amino-1-(2-pyridyl)-1H-pyrazole-4-carbonitrile (4.33 g, 85% yield). The product was characterized by 1H NMR (DMSO-d6): δ 8.46 (dd, 1H), 8.11 (brs, 2H), 8.01 (m, 1H), 7.88 (s, 1H), 7.84 (d, 1H), 7.35 (m, 1H) ppm.

References

[1] Patent: WO2004/9597, 2004, A2. Location in patent: Page 21
[2] European Journal of Organic Chemistry, 2018, vol. 2018, # 13, p. 1514 - 1524
[3] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 9, p. 2121 - 2125
[4] Organic and Biomolecular Chemistry, 2007, vol. 5, # 17, p. 2758 - 2761
[5] Patent: US2007/161662, 2007, A1