3,5-DICHLORO-4-PYRIDINECARBONITRILE

3,5-DICHLORO-4-PYRIDINECARBONITRILE Property

Melting point:

115-119 °C (lit.)

Boiling point:

266.2±35.0 °C(Predicted)

Density 

1.49±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

-0.84±0.10(Predicted)

Appearance

White to light yellow Solid

Safety

Hazard Codes 

Xn

Risk Statements 

22-37/38-41-43

Safety Statements 

26-36/37/39

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

2933399990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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

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

3,5-DICHLORO-4-PYRIDINECARBONITRILE Chemical Properties,Usage,Production

Synthesis

Example 22A: 3,5-Dichloro-4-pyridinecarboxaldehyde (10.0 g, 57.1 mmol) was mixed with hydroxylamine hydrochloride (5.25 g, 76 mmol), formic acid (50 mL) and sodium bisulfate (5 drops). The mixture was refluxed for 6 hours under nitrogen protection. Upon completion of the reaction, the solvent was removed by vacuum concentration. The resulting solid was dissolved in ether (250 mL), washed sequentially with sodium bicarbonate solution and brine, and the organic phase was dried with magnesium sulfate. After filtration, the organic phase was concentrated and finally recrystallized from hexane to give 8.2 g of the target product, 3,5-dichloroisonicotinonitrile, in 83% yield with a melting point of 114 °C.

References

[1] Patent: EP1270577, 2003, A1
[2] Journal of Medicinal Chemistry, 2005, vol. 48, # 23, p. 7374 - 7388
[3] Patent: WO2006/81072, 2006, A1. Location in patent: Page/Page column 17; 37
[4] Heterocycles, 1995, vol. 41, # 4, p. 675 - 688
[5] Patent: US6232320, 2001, B1