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CS-W001157 4
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2-(Methylthio)pyrimidine-5-carbaldehyde

  • CAS No. 90905-31-0

  • Cat. No. CS-0043952
  • Purity≥97%
  • MDL No.MFCD03780729

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

2-(Methylthio)pyrimidine-5-carbaldehyde|CS-0043952

Structure of 90905-31-0

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General Information

  • CAS No. 90905-31-0
  • Cat. No. CS-0043952
  • Purity ≥97%
  • MDL No. MFCD03780729
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂OS
  • Molecular Weight 154.19
  • Synonym(s) 2-Methylsulfanyl-pyrimidine-5-carbaldehyde
  • SMILES O=CC1=CN=C(SC)N=C1

Description

2-(Methylthio)pyrimidine-5-carbaldehyde features a pyrimidine core functionalized with a methylthio group and a formyl moiety, enabling direct integration into heterocyclic scaffolds. The electron-rich sulfur substituent enhances reactivity in nucleophilic addition processes, while the aldehyde group facilitates coupling reactions under mild conditions. This compound serves as a key building block for bioactive molecule synthesis.

Application

2-(Methylthio)pyrimidine-5-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrimidine-based heterocycles. Its aldehyde functionality facilitates condensation reactions, while the methylthio group provides a stable, orthogonal handle for further functionalization. The compound exhibits excellent bench stability and is compatible with standard synthetic workflows, making it well-suited for the construction of API-relevant scaffolds.

Synthesis

  • Route1
    • In-stock
      Methyl carbamimidothioate sulfate|CS-0134406
      14527-26-5
    • null|null
      2009-81-6
    • ~98%
    • In-stock
      2-(Methylthio)pyrimidine-5-carbaldehyde|CS-0043952
      90905-31-0

    References

    • Gupton, John T.; Gall, John E.; Riesinger, Steve W.; Smith, Stanton Q.; Bevirt, Kathy M.; et al. Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 5 p. 1281 - 1285
  • Route2
    • null|null
      18655-47-5
    • In-stock
      Methyl carbamimidothioate hydroiodide|CS-0199730
      4338-95-8
    • ~32%
    • In-stock
      2-(Methylthio)pyrimidine-5-carbaldehyde|CS-0043952
      90905-31-0

    References

    • Takagi, K.; Bajnati, A.; Hubert-Habart, M. Bulletin de la Societe Chimique de France, 1990 , # 5 p. 660 - 666
  • Route3
    • null|null
      18655-47-5
    • Methyl isothiuronium chloride|CS-0015930
      53114-57-1
    • ~33%
    • In-stock
      2-(Methylthio)pyrimidine-5-carbaldehyde|CS-0043952
      90905-31-0

    References

    • Takagi, Kaname; Bajnati, Abdelilah; Hubert-Habart, Michel Journal of Heterocyclic Chemistry, 1994 , vol. 31, # 4 p. 973 - 976

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   42.85
  • LogP   1.011
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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