3,5-DICHLORO-4-PYRIDINECARBONITRILE Chemical Properties

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 Information

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

MSDS

• Language:English Provider:SigmaAldrich

3,5-DICHLORO-4-PYRIDINECARBONITRILE Usage And Synthesis

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

3,5-DICHLORO-4-PYRIDINECARBONITRILE(153463-65-1)Related Product Information

• 4-Cyanopyridine
• 3,5-Dichloro-2-cyanopyridine
• 2,6-Dichloro-4-pyridinecarbonitrile
• 2,6-Dichloronicotinonitrile
• 3-AMINO-2,6-DICHLORO-4-PYRIDINECARBONITRILE
• 3,5-DICHLORO-4-CYANOPYRIDINIUM-1-OLATE
• 3,5-DICHLORO-4-PYRIDINECARBONITRILE
• 2,3,5-TRICHLORO-6-(1,4-DIAZEPAN-1-YL)ISONICOTINONITRILE
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• 2,3,5-TRICHLORO-6-PIPERAZIN-1-YLISONICOTINONITRILE