5-Bromo-2-methylbenzothiazole

CAS No. 63837-11-6
Cat. No. CS-W005065
Purity≥97%
MDL No.MFCD00603096

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5-Bromo-2-methylbenzothiazole|CS-W005065

Structure of 63837-11-6

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Description

5-Bromo-2-methylbenzothiazole features a bromine substituent at the 5-position and a methyl group at the 2-position, conferring enhanced reactivity in cross-coupling transformations. The electron-deficient benzothiazole core facilitates palladium-catalyzed coupling reactions, while the steric profile of the methyl group influences regioselectivity. This compound serves as a key intermediate in the synthesis of functionalized heterocycles for pharmaceutical and materials applications.

Application

5-Bromo-2-methylbenzothiazole serves as a versatile building block in medicinal chemistry and materials science, enabling efficient palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic bromine site. The methyl group at the 2-position enhances regiochemical control, while the benzothiazole core provides robust stability and favorable electronic properties for downstream functionalization. Its bench-stable nature and ease of purification make it ideal for iterative synthesis workflows targeting heterocyclic scaffolds and API intermediates.

General Information

CAS No. 63837-11-6
Cat. No. CS-W005065
Purity ≥97%
MDL No. MFCD00603096
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrNS
Molecular Weight 228.11
Synonym(s) 5-bromo-2-methyl-1,3-benzothiazole
SMILES C1=CC(=CC2=C1SC(=N2)C)Br

Computational Chemistry Data

TPSA 12.89
LogP 3.36722
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

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
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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

Key Words

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5-Bromo-2-methylbenzothiazole

CAS No. 63837-11-6

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