Ethyl 2-bromo-4,5,6,7-tetrahydrobenzo[d]thiazole-6-carboxylate

Name: Ethyl 2-bromo-4,5,6,7-tetrahydrobenzo[d]thiazole-6-carboxylate
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CAS No. 1547445-11-3
Cat. No. CS-0572542
Purity≥98%
MDL No.None

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Ethyl 2-bromo-4,5,6,7-tetrahydrobenzo[d]thiazole-6-carboxylate|CS-0572542

Structure of 1547445-11-3

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General Information

CAS No. 1547445-11-3
Cat. No. CS-0572542
Purity ≥98%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂BrNO₂S
Molecular Weight 290.18
Synonym(s) Ethyl 2-Bromo-4,5,6,7-tetrahydro-6-benzothiazolecarboxylate
SMILES O=C(C(C1)CCC2=C1SC(Br)=N2)OCC

Description

Ethyl 2-bromo-4,5,6,7-tetrahydrobenzo[d]thiazole-6-carboxylate is a bench-stable heterocyclic building block featuring a brominated tetrahydrothiazole core fused to a benzene ring. This electrophilic scaffold enables direct coupling in palladium-catalyzed cross-coupling reactions, facilitating rapid access to complex thiazole-based architectures for medicinal chemistry and materials synthesis.

Application

Ethyl 2-bromo-4,5,6,7-tetrahydrobenzo[d]thiazole-6-carboxylate serves as a versatile building block for the synthesis of biologically relevant thiazole scaffolds. The bromine at the 2-position enables palladium-catalyzed cross-coupling reactions, while the ester group supports further functionalization via hydrolysis or reduction. Its stability under standard bench conditions and compatibility with diverse reaction environments facilitate efficient access to complex heterocyclic architectures in medicinal chemistry and process development workflows.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 39.19
LogP 2.5736
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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Ethyl 2-bromo-4,5,6,7-tetrahydrobenzo[d]thiazole-6-carboxylate

CAS No. 1547445-11-3

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