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Chemical Structure| 14508-49-7 Chemical Structure| 14508-49-7
Chemical Structure| 14508-49-7

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Synonyms: Pyrazin-2-yl chloride

4.5 *For Research Use Only !

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Product Details of Chloropyrazine

CAS No. :14508-49-7
Formula : C4H3ClN2
M.W : 114.53
SMILES Code : ClC1=CN=CC=N1
Synonyms :
Pyrazin-2-yl chloride
MDL No. :MFCD00006124
InChI Key :GELVZYOEQVJIRR-UHFFFAOYSA-N
Pubchem ID :73277

Safety of Chloropyrazine

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H225-H315-H319
Precautionary Statements:P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
Class:3
UN#:1993
Packing Group:

Application In Synthesis of Chloropyrazine

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 14508-49-7 ]
  • Downstream synthetic route of [ 14508-49-7 ]

[ 14508-49-7 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 14508-49-7 ]
  • [ 6270-63-9 ]
References: [1] Journal of the American Chemical Society, 1946, vol. 68, p. 400.
  • 2
  • [ 14508-49-7 ]
  • [ 77287-34-4 ]
  • [ 21279-62-9 ]
YieldReaction ConditionsOperation in experiment
25% at 90℃; for 26 h; The starting compound 3-chloropyrazine-2-carboxamide was synthesized using two published procedures. The first method was classified as less effective and was based on the homolytic amidation of 2-chloropyrazine. Thus, 2-chloropyrazine (0.17 mol) was dissolved in formamide (3.7 mol), heated to 90 °C and ammonium peroxodisulphate (0.18 mol) was added portionwise over one hour period. This mixture reacted for another one hour at 90 °C and then it was left to stand for 24 h at laboratory temperature. Dilution with 100 mL of water was followed by filtration and this filtrate was extracted continuously with chloroform for 16 h [34,42]. The mixture of three positional isomers was separated by flash chromatography using silica gel as stationary phase. The second process used 3-chloropyrazine-2-carbonitrile, which was submitted to partial hydrolysis of the nitrile group. The powdered carbonitrile (0.104 mol) was added little by little into the reaction mixture of concentrated hydrogen peroxide (0.95 mol) and water (195 mL) heated to 50 °C. The pH was adjusted and regulated around a value of 9 using an 8percent solution of sodium hydroxide and the temperature of the reaction was regulated between 55 and 60 °C. The reaction was stopped after 2.5 h and was cooled to 5 °C. Newly-emerged crystals were removed by suction and recrystallized from ethanol [42].
References: [1] Molecules, 2014, vol. 19, # 7, p. 9318 - 9338.
  • 3
  • [ 14508-49-7 ]
  • [ 77287-34-4 ]
  • [ 21279-62-9 ]
  • [ 36070-79-8 ]
  • [ 21279-64-1 ]
References: [1] Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 10, p. 2493 - 2501.
[2] Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 10, p. 2493 - 2501.
 

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