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CS-W001157 4
Total: USD 88.00

2-Bromo-4-methylthiazole-5-carboxylic acid

  • CAS No. 40003-41-6

  • Cat. No. CS-W008454
  • Purity≥98%
  • MDL No.MFCD03822128

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

2-Bromo-4-methylthiazole-5-carboxylic acid|CS-W008454

Structure of 40003-41-6

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General Information

  • CAS No. 40003-41-6
  • Cat. No. CS-W008454
  • Purity ≥98%
  • MDL No. MFCD03822128
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrNO₂S
  • Molecular Weight 222.06
  • Synonym(s) IFLAB-BB F2124-0223
  • SMILES O=C(C1=C(C)N=C(Br)S1)O

Description

2-Bromo-4-methylthiazole-5-carboxylic acid features a brominated thiazole core with a carboxylic acid at the C5 position, enabling direct conjugation in heterocyclic synthesis. The methyl group enhances electronic stability, while the bromine serves as a reactive handle for cross-coupling transformations under standard conditions. This compound integrates readily into bioactive molecule scaffolds requiring halogenated heterocycles.

Application

2-Bromo-4-methylthiazole-5-carboxylic acid serves as a versatile building block for thiazole-based scaffolds in medicinal chemistry and agrochemical synthesis. Its bromine and carboxylic acid functionalities enable direct coupling reactions, including Suzuki-Miyaura and Stille couplings, and facilitate derivatization via amide formation or esterification. The molecule exhibits good bench stability and facilitates purification by recrystallization, making it well-suited for scalable synthesis workflows.

Synthesis

  • Route1

    References

    • Barton, Anne; Breukelman, Stephen P.; Kaye, Perry T.; Meakins, G. Denis; Morgan, David J. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , p. 159 - 164
  • Route2

    References

    • KALYPSYS, INC. Patent: US2008/139558 A1, 2008 ; Location in patent: Page/Page column 51 ; US 20080139558 A1
  • Route3

    References

    • Abdel-Lateef,M.F.-A.; Eckstein,Z. Roczniki Chemii, 1972 , vol. 46, p. 1647 - 1658

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H317
Precautionary Statements : P261-P272-P280-P302+P352-P363-P501

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   1.91222
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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