Ethyl 5-bromo-2-chlorothiazole-4-carboxylate

Name: Ethyl 5-bromo-2-chlorothiazole-4-carboxylate
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CAS No. 1125409-85-9
Cat. No. CS-0076026
Purity≥95%
MDL No.MFCD16615260

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Ethyl 5-bromo-2-chlorothiazole-4-carboxylate|CS-0076026

Structure of 1125409-85-9

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General Information

CAS No. 1125409-85-9
Cat. No. CS-0076026
Purity ≥95%
MDL No. MFCD16615260
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClNO₂S
Molecular Weight 270.53
Synonym(s) None
SMILES O=C(OCC)C1=C(Br)SC(Cl)=N1

Description

Ethyl 5-bromo-2-chlorothiazole-4-carboxylate features a fused thiazole core with orthogonal halogen substituents at the 5- and 2-positions, enabling selective cross-coupling reactions. The electron-deficient heterocycle integrates readily into complex molecular architectures under palladium catalysis, offering high functional group tolerance and stability under standard reaction conditions.

Application

Ethyl 5-bromo-2-chlorothiazole-4-carboxylate serves as a versatile building block for the synthesis of thiazole-based heterocycles. Its bromo and chloro substituents enable sequential cross-coupling reactions, facilitating rapid diversification in medicinal chemistry and agrochemical research. The ethyl ester group supports mild hydrolysis and derivatization, while the molecule exhibits good bench stability and compatibility with standard reaction conditions.

Safety Information

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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 39.19
LogP 2.7357
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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Ethyl 5-bromo-2-chlorothiazole-4-carboxylate

CAS No. 1125409-85-9

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