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2-Chloropyrimidine-5-carbonitrile

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2-Chloropyrimidine-5-carbonitrile Basic information

Product Name:
2-Chloropyrimidine-5-carbonitrile
Synonyms:
  • 5-Pyrimidinecarbonitrile, 2-chloro- (7CI,8CI)
  • 5-Pyrimidinecarbonitrile, 2-chloro-
  • 2-Chloro-5-pyrimidinecarbonitrile
  • 2-Chloro-5-pyriMidinecarb...
  • 2-Chloro-5-pyriMidinecarbonitril
  • 5-Pyrimidinecarbonitrile, 2-chloro- (7CI,8CI) ISO 9001:2015 REACH
  • 2-Chloropyrimidine-5-carbonitrile
CAS:
1753-50-0
MF:
C5H2ClN3
MW:
139.54
Product Categories:
  • PYRIMIDINE
  • Heterocycle-Pyrimidine series
Mol File:
1753-50-0.mol
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2-Chloropyrimidine-5-carbonitrile Chemical Properties

Melting point:
130-132 °C
Boiling point:
331.3±15.0 °C(Predicted)
Density 
1.43±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
-4.13±0.22(Predicted)
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Safety Information

HS Code 
2933399990
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2-Chloropyrimidine-5-carbonitrile Usage And Synthesis

Synthesis

To a stirring solution of 2-aminopyrimidine-5 -carbonitrile (1.0 g, 8.33 mmol) in CH3CN (15 ml) at room temperature under Argon added copper (II) chloride (1.679 g, 12.5 mmol) and test-butyl nitrite (1.288 g, 12.5 mmol). The reaction mixture was placed under Argon in a preheated oil bath (60 ℃). The reaction mixture was cooled to room temperature, and 20 ml of ether was added. The resulting insoluble material was filtered, and the filtrate was concentrated. The crude product was dissolved in a small amount of DCM (~2 ml) and loaded onto a 40 g ISCO silica gel column which was eluted with a 20 min gradient from 0% to 100% EtOAc/Hexanes. 723 mg (61%) of 2-chloropyrimidine-5-carbonitrile was obtained as a tan solid.

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