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CS-W001157 4
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4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile

  • CAS No. 33097-13-1

  • Cat. No. CS-W020507
  • Purity≥97%
  • MDL No.MFCD00474490

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

4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile|CS-W020507

Structure of 33097-13-1

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General Information

  • CAS No. 33097-13-1
  • Cat. No. CS-W020507
  • Purity ≥97%
  • MDL No. MFCD00474490
  • Storage -20°C, stored under nitrogen, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Cl₂N₃S
  • Molecular Weight 220.08
  • Synonym(s) 4,6-Dichloro-2-methylsulfanylpyrimidine-5-carbonitrile; 5-Pyrimidinecarbonitrile, 4,6-dichloro-2-(methylthio)-
  • SMILES N#CC1=C(Cl)N=C(SC)N=C1Cl

Description

4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile features a highly reactive pyrimidine core with dual chlorines at C4 and C6, enabling selective functionalization. The methylthio group enhances nucleophilicity at C2, while the carbonitrile moiety provides a robust handle for downstream coupling. This combination delivers a versatile building block for medicinal chemistry and agrochemical synthesis under standard conditions.

Application

4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of pyrimidine-based scaffolds. The dichloro substitution pattern facilitates sequential nucleophilic aromatic substitution, while the methylthio and nitrile groups offer orthogonal reactivity for downstream functionalization. This compound exhibits excellent bench stability and compatibility with standard coupling protocols, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde oxime|CS-0045772
      33097-12-0
    • ~93%
    • In-stock
      4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile|CS-W020507
      33097-13-1

    References

    • Wan, Zehong; Yan, Hongxing; Hall, Ralph F.; Lin, Xichen; Livia, Stefano; Respondek, Tomasz; Widdowson, Katherine L.; Zhu, Chongjie; Callahan, James F. Tetrahedron Letters, 2009 , vol. 50, # 3 p. 370 - 372

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2923
Class : 8 (6.1)
Packing Group : Ⅲ
Hazard Statements : H301-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P330-P363-P405-P501

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Computational Chemistry Data

  • TPSA   49.57
  • LogP   2.37698
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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