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Chemical Structure| 54226-45-8 Chemical Structure| 54226-45-8

Structure of 54226-45-8

Chemical Structure| 54226-45-8

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Product Details of [ 54226-45-8 ]

CAS No. :54226-45-8
Formula : C7H4Cl2N2
M.W : 187.03
SMILES Code : N#CCC1=CC(Cl)=C(Cl)N=C1
MDL No. :MFCD16608743

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Application In Synthesis of [ 54226-45-8 ]

* 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.

  • Downstream synthetic route of [ 54226-45-8 ]

[ 54226-45-8 ] Synthesis Path-Downstream   1~2

  • 1
  • potassium cyanide [ No CAS ]
  • [ 54127-31-0 ]
  • [ 54226-45-8 ]
YieldReaction ConditionsOperation in experiment
39% In ethanol;Heating / reflux; Potassium cyanide (0.47 g, 0.00714 mol) was added to a flask containing Preparatory Compound P in ethanol (25 mL). The mixture was heated at reflux overnight. The mixture was dissolved in dichloromethane and washed twice with water. The organic phase was dried over magnesium sulfate and concentrated in vacuo to obtain a reddish oil. The oil was purified by silica gel chromatography using 50% ethyl acetate/hexanes as eluents. Fractions containing the desired product were isolated and concentrated in vacuo to yield Preparatory Compound Q, (5, 6-dichloropyridin-3-yl) acetonitrile, as a purple solid. (0.450 g, 39%). 1 H NMR 8 8.28 (d, 1H, J=2.1 Hz), 7.83 (dd, 1H, J=0.7 Hz and J=1.6 Hz), 3.78 (s, 2H). MS (ESI) NIZ 190 ([M+4] +, 10), 188 ( [M+2] +, 64), 186 ([M]+, 99), 151 (100), 124 (39).
YieldReaction ConditionsOperation in experiment
2,3-Dichloro-5-hydroxymethyl-pyridine is reacted in a known manner with thionyl chloride to give 5-chloromethyl-2,3-dichloro-pyridine and the latter is reacted with sodium cyanide, without additional purification (for example analogously to L. A. Carlson et al., Acta Pharm. Suecica 9, 411 (1972)). 5,6-Dichloro-pyridine-3-acetonitrile, thus obtained, melts at 72-75 C. after recrystallisation from ether.
 

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