2-Pyrimidinecarbonitrile, 5-chloro- (9CI) Chemical Properties

Melting point:

78℃

Boiling point:

292℃

Density 

1.43

Flash point:

130℃

storage temp. 

Sealed in dry,Room Temperature

pka

-4.65±0.22(Predicted)

Appearance

White to yellow Powder

InChI

InChI=1S/C5H2ClN3/c6-4-2-8-5(1-7)9-3-4/h2-3H

InChIKey

XCZYVEHAGNDPGY-UHFFFAOYSA-N

SMILES

C1(C#N)=NC=C(Cl)C=N1

Safety Information

HS Code 

2933399990

2-Pyrimidinecarbonitrile, 5-chloro- (9CI) Usage And Synthesis

Synthesis

The general procedure for the synthesis of 2-cyano-5-chloropyrimidine from sodium cyanide and 2-methylsulfonyl-5-chloropyrimidine was as follows: a solution of 5-chloro-2-(methylsulfonyl)pyrimidine (3.5 g, 18.1 mmol) in dimethylsulfoxide (10 mL) was batch-treated with sodium cyanide (0.9 g, 18.4 mmol) at 10 °C for 10 min. The reaction mixture was continued to be stirred for 10 minutes before being diluted with cold water (30 mL) and filtered. The resulting solid was washed with cold water (3 x 30 mL) and dried to give 2-cyano-5-chloropyrimidine (2.05 g, 81% yield) as a light yellow solid.ESI-MS: 139 (MH+).

References

[1] Patent: US2007/270438, 2007, A1. Location in patent: Page/Page column 34
[2] Synthetic Communications, 2002, vol. 32, # 1, p. 153 - 157

2-Pyrimidinecarbonitrile, 5-chloro- (9CI)(38275-56-8)Related Product Information

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• Nitroxinil
• 5-Chloropyrimidine
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• 5-Pyrimidinecarbonitrile, 4-chloro- (8CI,9CI)
• 5-Pyrimidinecarbonitrile, 2-chloro- (7CI,8CI)
• 4-Pyrimidinecarbonitrile, 5-chloro- (9CI)
• 2-Pyrimidinecarbonitrile, 5-chloro- (9CI)
• 2-Cyanopyrimidine