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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-6-methyl-3-nitropyridine

  • CAS No. 63897-12-1

  • Cat. No. CS-W019199
  • Purity≥96%
  • MDL No.MFCD00218548

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

2,4-Dichloro-6-methyl-3-nitropyridine|CS-W019199

Structure of 63897-12-1

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General Information

  • CAS No. 63897-12-1
  • Cat. No. CS-W019199
  • Purity ≥96%
  • MDL No. MFCD00218548
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Cl₂N₂O₂
  • Molecular Weight 207.01
  • Synonym(s) pyridine, 2,4-dichloro-6-methyl-3-nitro-
  • SMILES O=[N+](C1=C(Cl)C=C(C)N=C1Cl)[O-]

Description

2,4-Dichloro-6-methyl-3-nitropyridine features a fused heterocyclic core with electron-withdrawing nitro and chlorine substituents flanking a methyl group, enabling selective functionalization in late-stage synthesis. This configuration enhances reactivity in cross-coupling and nucleophilic substitution processes under mild conditions, offering a robust scaffold for medicinal chemistry and agrochemical development.

Application

2,4-Dichloro-6-methyl-3-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling selective functionalization at the 3-position via nucleophilic substitution. The electron-deficient pyridine core facilitates efficient coupling with amines and thiols, while the methyl group provides a site for oxidation or further derivatization. Bench-stable and compatible with standard reaction conditions, it functions as a key intermediate in constructing bioactive scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Beck, James P.; Arvanitis, Argyrios G.; Curry, Matt A.; Rescinito, Joseph T.; Fitzgerald, Larry W.; Gilligan, Paul J.; Zaczek, Robert; Trainor, George L. Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 7 p. 967 - 972
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 37, # 9 p. 1252 - 1255
  • Route3

    References

    • Journal of Heterocyclic Chemistry, , vol. 37, # 5 p. 1253 - 1256

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   56.03
  • LogP   2.60502
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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