2,5-Dichlorothiazole-4-carboxylic acid

Name: 2,5-Dichlorothiazole-4-carboxylic acid
Brand: ChemScene
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CAS No. 127426-30-6
Cat. No. CS-W021520
Purity≥97%
MDL No.MFCD16615251

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2,5-Dichlorothiazole-4-carboxylic acid|CS-W021520

Structure of 127426-30-6

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General Information

CAS No. 127426-30-6
Cat. No. CS-W021520
Purity ≥97%
MDL No. MFCD16615251
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄HCl₂NO₂S
Molecular Weight 198.03
Synonym(s) 4-Thiazolecarboxylicacid,2,5-dichloro-(9CI)
SMILES ClC1=NC(=C(S1)Cl)C(=O)O

Description

2,5-Dichlorothiazole-4-carboxylic acid features a rigid thiazole core with dual chlorine substituents at the 2- and 5-positions, enhancing electron deficiency and reactivity. The carboxylic acid group at the 4-position enables direct conjugation or derivatization in synthetic routes. This compound serves as a key building block for bioactive heterocycles, particularly in medicinal chemistry and agrochemical development.

Application

2,5-Dichlorothiazole-4-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation of the thiazole scaffold into bioactive molecules. Its dual chloro substituents at C-2 and C-5 facilitate electrophilic substitution and palladium-catalyzed coupling reactions, while the carboxylic acid group supports derivatization via amide formation or esterification. The compound exhibits good bench stability and is compatible with standard purification methods, making it suitable for use in modular synthesis workflows targeting heterocyclic APIs and functionalized intermediates.

Synthesis

Route1
- In-stock
  
  135925-33-6
- ~94%
- In-stock
  
  127426-30-6
References
- South, Michael S. Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 4 p. 1003 - 1011

Safety Information

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Computational Chemistry Data

TPSA 50.19
LogP 2.1481
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

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2,5-Dichlorothiazole-4-carboxylic acid

CAS No. 127426-30-6

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