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CS-W001157 4
Total: USD 88.00

2-Chloro-4-methyl-1,3-thiazole

  • CAS No. 26847-01-8

  • Cat. No. CS-0054447
  • Purity≥98%
  • MDL No.MFCD00051033

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

2-Chloro-4-methyl-1,3-thiazole|CS-0054447

Structure of 26847-01-8

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General Information

  • CAS No. 26847-01-8
  • Cat. No. CS-0054447
  • Purity ≥98%
  • MDL No. MFCD00051033
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄ClNS
  • Molecular Weight None
  • Synonym(s) 2-CHLORO-4-METHYL-THIAZOLE
  • SMILES CC1=CSC(Cl)=N1

Description

2-Chloro-4-methyl-1,3-thiazole is a bench-stable heterocyclic scaffold featuring a chlorine atom at the 2-position and a methyl group at the 4-position, enabling selective functionalization. This electron-deficient thiazole integrates readily into medicinal chemistry libraries, serving as a key building block for kinase inhibitors and bioactive compounds.

Application

2-Chloro-4-methyl-1,3-thiazole serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. The chloro group at C2 enables nucleophilic substitution reactions, while the methyl substituent at C4 enhances regioselectivity in downstream functionalizations. Its stability under standard reaction conditions and compatibility with common coupling protocols make it a practical choice for constructing thiazole-based scaffolds in API development and process chemistry workflows.

Synthesis

  • Route1
    • 1-(Cyanosulfanyl)propan-2-one|CS-0239749
      3029-48-9
    • ~%
    • In-stock
      2-Chloro-4-methyl-1,3-thiazole|CS-0054447
      26847-01-8

    References

    • McArthur, Silvia Gatti; Goetschi, Erwin; Palmer, Wylie Solang; Wichmann, Juergen; Woltering, Thomas Johannes Patent: US2006/217387 A1, 2006 ; Location in patent: Page/Page column 28-29 ; US 20060217387 A1
  • Route2
    • Amino-4-methylthiazole Mirabegron  Impurity|CS-0229183
      1603-91-4
    • null|null
      110-46-3
    • ~%
    • In-stock
      2-Chloro-4-methyl-1,3-thiazole|CS-0054447
      26847-01-8

    References

    • Gruenenthal GmbH Patent: US2007/112011 A1, 2007 ;
  • Route3
    • Amino-4-methylthiazole Mirabegron  Impurity|CS-0229183
      1603-91-4
    • ~47%
    • In-stock
      2-Chloro-4-methyl-1,3-thiazole|CS-0054447
      26847-01-8

    References

    • GRUeNENTHAL GMBH Patent: WO2006/2981 A1, 2006 ; Location in patent: Page/Page column 105 ; WO 2006/002981 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-H312-H332-H227
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.10492
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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