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CS-W001157 4
Total: USD 88.00

4,6-Dichloro-5-nitropyrimidine

  • CAS No. 4316-93-2

  • Cat. No. CS-W001986
  • Purity≥96%
  • MDL No.MFCD00006107

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

4,6-Dichloro-5-nitropyrimidine|CS-W001986

Structure of 4316-93-2

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General Information

  • CAS No. 4316-93-2
  • Cat. No. CS-W001986
  • Purity ≥96%
  • MDL No. MFCD00006107
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄HCl₂N₃O₂
  • Molecular Weight None
  • Synonym(s) 4,6-dichloro-5-nitropyridine
  • SMILES O=[N+](C1=C(Cl)N=CN=C1Cl)[O-]

Description

4,6-Dichloro-5-nitropyrimidine is a highly reactive heterocyclic building block featuring two chlorine substituents and a nitro group positioned for selective functionalization. This electron-deficient scaffold enables efficient coupling reactions in medicinal chemistry and agrochemical synthesis. The molecule exhibits excellent stability under standard conditions, facilitating straightforward incorporation into complex molecular architectures.

Application

4,6-Dichloro-5-nitropyrimidine serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of pyrimidine-based scaffolds through orthogonal functionalization. The dichloro substitution pattern facilitates selective nucleophilic aromatic substitution under mild conditions, while the nitro group provides a handle for reduction and subsequent derivatization. Its bench-stable nature and compatibility with common reaction protocols make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Latli, Bachir; Jones, Paul-James; Krishnamurthy, Dhileepkumar; Senanayake, Chris H. Journal of Labelled Compounds and Radiopharmaceuticals, 2008 , vol. 51, # 1 p. 54 - 58
  • Route2

    References

    • Yamazaki, Takahisa; Komatsu, Kazunori; Umemiya, Hiroki; Hashimoto, Yuichi; Shudo, Koichi; Kagechika, Hiroyuki Tetrahedron Letters, 1997 , vol. 38, # 48 p. 8363 - 8366
  • Route3
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    • In-stock
      4,6-Dichloro-5-nitropyrimidine|CS-W001986
      4316-93-2

    References

    • ICI Patent: US2557721 , 1948 ; Full Text Show Details Boon et al. Journal of the Chemical Society, 1951 , p. 96,99

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: 3335
Class : 9
Packing Group : Ⅲ
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   68.92
  • LogP   1.6916
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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