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CS-W001157 4
Total: USD 88.00

2-Chloro-4-(methylthio)pyrimidine

  • CAS No. 49844-93-1

  • Cat. No. CS-W005463
  • Purity≥97%
  • MDL No.MFCD09265490

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

2-Chloro-4-(methylthio)pyrimidine|CS-W005463

Structure of 49844-93-1

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General Information

  • CAS No. 49844-93-1
  • Cat. No. CS-W005463
  • Purity ≥97%
  • MDL No. MFCD09265490
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅ClN₂S
  • Molecular Weight 160.63
  • Synonym(s) Pyrimidine, 2-chloro-4-(methylthio)-
  • SMILES CSC1=NC(Cl)=NC=C1

Description

2-Chloro-4-(methylthio)pyrimidine features a reactive chlorine atom at the 2-position paired with a methylthio group at the 4-position, enabling efficient coupling in heterocyclic synthesis. This electron-deficient pyrimidine scaffold integrates readily into pharmaceutical intermediates and agrochemical frameworks under mild conditions.

Application

2-Chloro-4-(methylthio)pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. The chloro group facilitates nucleophilic substitution reactions, while the methylthio moiety offers orthogonal reactivity and stability under standard synthetic conditions. This compound functions effectively in Pd-catalyzed cross-coupling processes and supports the synthesis of biologically relevant heterocycles with high functional group tolerance and ease of purification.

Synthesis

  • Route1

    References

    • Krasovskiy, Arkady; Krasovskaya, Valeria; Knochel, Paul Angewandte Chemie - International Edition, 2006 , vol. 45, # 18 p. 2958 - 2961
  • Route2
    • null|null
      3934-20-1
    • null|null
      5188-07-8
    • ~77%
    • In-stock
      2-Chloro-4-(methylthio)pyrimidine|CS-W005463
      49844-93-1

    References

    • Liu, Wei-Min; Zhu, You-Quan; Wang, Yi-Feng; Liu, Bin; Zou, Xiao-Mao; Yang, Hua-Zheng Journal of Heterocyclic Chemistry, 2007 , vol. 44, # 4 p. 967 - 971
  • Route3
    • null|null
      51674-12-5
    • ~%
    • In-stock
      2-Chloro-4-(methylthio)pyrimidine|CS-W005463
      49844-93-1

    References

    • ICI Patent: DE839640 , 1949 ; DRP/DRBP Org.Chem.

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

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   1.8519
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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