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CS-W001157 4
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5,6-Dichloropyridine-2,3-diamine

  • CAS No. 97941-89-4

  • Cat. No. CS-0187084
  • Purity≥98%
  • MDL No.None

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

5,6-Dichloropyridine-2,3-diamine|CS-0187084

Structure of 97941-89-4

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General Information

  • CAS No. 97941-89-4
  • Cat. No. CS-0187084
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅Cl₂N₃
  • Molecular Weight 178.02
  • Synonym(s) 2,3-Diamino-5,6-dichloropyridine
  • SMILES C1=C(C(=NC(=C1N)N)Cl)Cl

Description

5,6-Dichloropyridine-2,3-diamine features two chlorine substituents flanking a pyridine core, enabling selective functionalization in heterocyclic synthesis. The diamine moiety provides dual nucleophilic sites for coupling reactions, while the electron-deficient ring enhances reactivity toward electrophilic substitution. This compound serves as a key building block in medicinal chemistry and agrochemical development, particularly in constructing nitrogen-rich scaffolds with tunable solubility and metabolic stability under standard conditions.

Application

5,6-Dichloropyridine-2,3-diamine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyridine-based heterocycles through nucleophilic substitution and palladium-catalyzed coupling reactions. The ortho-diamine functionality provides enhanced reactivity for cyclization and metal coordination, while the dichloro substituents offer complementary sites for selective functionalization. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Micheli, Fabrizio; Cugola, Alfredo; Donati, Daniele; Missio, Andrea; Pecunioso, Angelo; Reggiani, Angelo; Tarzia, Giorgio Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 12 p. 2129 - 2132
  • Route2
    • 5-Chloro-3-nitropyridin-2-amine|CS-0043753
      5409-39-2
    • ~%
    • In-stock
      5,6-Dichloropyridine-2,3-diamine|CS-0187084
      97941-89-4

    References

    • Israel; Day Journal of Organic Chemistry, 1959 , vol. 24, p. 1455,1459
  • Route3
    • null|null
      7647-01-0
    • 5-Chloro-3-nitropyridin-2-amine|CS-0043753
      5409-39-2
    • ~%
    • In-stock
      5,6-Dichloropyridine-2,3-diamine|CS-0187084
      97941-89-4

    References

    • Israel; Day Journal of Organic Chemistry, 1959 , vol. 24, p. 1455,1459

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   64.93
  • LogP   1.5528
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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