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CS-W001157 4
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5-Amino-6-chloro-2,3-dicyanopyrazine

  • CAS No. 56413-96-8

  • Cat. No. CS-0198587
  • Molecule weight179.57
  • Purity≥98%
  • MDL No.MFCD00191417

*For research and further manufacturing use only, not for direct human use.

5-Amino-6-chloro-2,3-dicyanopyrazine|CS-0198587

Structure of 56413-96-8

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General Information

  • CAS No. 56413-96-8
  • Cat. No. CS-0198587
  • Purity ≥98%
  • MDL No. MFCD00191417
  • Storage 4°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂ClN₅
  • Molecular Weight 179.57
  • Synonym(s) 5-Amino-6-chloro-2,3-pyrazinedicarbonitrile
  • SMILES N#CC1=NC(Cl)=C(N)N=C1C#N

Description

5-Amino-6-chloro-2,3-dicyanopyrazine features a rigid pyrazine core functionalized with electron-withdrawing cyano groups and a reactive amino substituent. This combination enables direct incorporation into conjugated polymers and small-molecule semiconductors, where the chloro group facilitates further cross-coupling transformations under standard conditions.

Application

5-Amino-6-chloro-2,3-dicyanopyrazine serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted pyrazine scaffolds via nucleophilic displacement and cross-coupling reactions. The amino and chloro groups provide orthogonal reactivity for sequential functionalization, while the dicyano moiety enhances electrophilicity at the ring framework. Its bench-stable nature and compatibility with standard reaction conditions facilitate integration into medicinal chemistry and materials science workflows.

Synthesis

  • Route1

    References

    • Journal of Heterocyclic Chemistry, , vol. 34, # 2 p. 653 - 657

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331-H315-H319
Precautionary Statements : P261-P264-P270-P271-P280-P361+P364-P405-P501

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Computational Chemistry Data

  • TPSA   99.38
  • LogP   0.45556
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   0

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