2-Bromo-5-chlorothiazole

Name: 2-Bromo-5-chlorothiazole
Brand: ChemScene
Availability: InStock
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CAS No. 16629-15-5
Cat. No. CS-W006002
Purity≥98%
MDL No.MFCD09909626

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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General Information

CAS No. 16629-15-5
Cat. No. CS-W006002
Purity ≥98%
MDL No. MFCD09909626
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃HBrClNS
Molecular Weight None
Synonym(s) 2-broMo-5-chloro-1,3-thiazole
SMILES BrC1=NC=C(S1)Cl

Description

2-Bromo-5-chlorothiazole is a heterocyclic building block featuring dual halogen substituents at electron-rich positions, enabling facile cross-coupling transformations. This bench-stable, moisture-tolerant scaffold integrates readily into pharmaceutical and agrochemical intermediates through palladium-catalyzed reactions, offering predictable regioselectivity and high functional group compatibility.

Application

2-Bromo-5-chlorothiazole serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine moiety facilitates Suzuki, Stille, and Negishi couplings, while the chlorine group remains inert under standard conditions, allowing for sequential functionalization. Its bench-stable crystalline form simplifies handling and purification, making it ideal for constructing complex thiazole-based scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
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References
- WO2010/42674 A1, ; Page/Page column 96 ; WO 2010/042674 A1

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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Computational Chemistry Data

TPSA 12.89
LogP 2.559
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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2-Bromo-5-chlorothiazole

CAS No. 16629-15-5

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