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CS-W001157 4
Total: USD 88.00

4,5-Dichloro-2-(methylthio)pyrimidine

  • CAS No. 99469-85-9

  • Cat. No. CS-0053795
  • Purity≥96%
  • MDL No.MFCD16987934

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

4,5-Dichloro-2-(methylthio)pyrimidine|CS-0053795

Structure of 99469-85-9

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General Information

  • CAS No. 99469-85-9
  • Cat. No. CS-0053795
  • Purity ≥96%
  • MDL No. MFCD16987934
  • Storage -20°C, stored under nitrogen, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄Cl₂N₂S
  • Molecular Weight 195.07
  • Synonym(s) 4,5-Dichloro-2-(methylsulfanyl)pyrimidine
  • SMILES CSC1=NC=C(Cl)C(Cl)=N1

Description

4,5-Dichloro-2-(methylthio)pyrimidine features a pyrimidine core substituted with two chlorine atoms at the 4 and 5 positions and a methylthio group at C2. This electron-deficient heterocycle serves as a key intermediate in the synthesis of pharmaceuticals and agrochemicals, offering high reactivity in nucleophilic substitution and coupling reactions under mild conditions.

Application

4,5-Dichloro-2-(methylthio)pyrimidine serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of pyrimidine-based scaffolds. Its dual chloro groups facilitate nucleophilic substitution reactions under mild conditions, while the methylthio group offers orthogonal reactivity and enhanced stability during purification. This compound functions effectively in transition-metal-catalyzed couplings and is particularly useful for synthesizing medicinally relevant pyrimidines with improved solubility and metabolic stability.

Synthesis

  • Route1

    References

    • PFIZER INC.; NAIR, Sajiv, Krishnan; PLANKEN, Simon, Paul Patent: WO2012/52948 A1, 2012 ; Location in patent: Page/Page column 53 ; WO 2012/052948 A1
  • Route2

    References

    • PFIZER INC.; NAIR, Sajiv, Krishnan; PLANKEN, Simon, Paul Patent: WO2012/52948 A1, 2012 ; WO 2012/052948 A1

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   25.78
  • LogP   2.5053
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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