5-Bromo-4-methylthiazole

CAS No. 111600-83-0
Cat. No. CS-W022331
Molecule weight178.05
Purity≥95%
MDL No.MFCD12026322

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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General Information

CAS No. 111600-83-0
Cat. No. CS-W022331
Purity ≥95%
MDL No. MFCD12026322
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄BrNS
Molecular Weight 178.05
Synonym(s) Thiazole, 5-broMo-4-Methyl
SMILES CC1=C(Br)SC=N1

Description

5-Bromo-4-methylthiazole is a heterocyclic building block featuring a brominated thiazole core with a methyl substituent at the 4-position. This configuration enables direct functionalization in cross-coupling reactions and facilitates integration into bioactive scaffolds, offering enhanced solubility and stability under standard conditions.

Application

5-Bromo-4-methylthiazole serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the bromine site. The methyl group at C4 provides steric and electronic modulation, enhancing stability and functional group tolerance. This compound facilitates efficient access to substituted thiazoles relevant to medicinal chemistry and agrochemical research, with straightforward purification and robust bench stability.

Synthesis

Route1
- In-stock
  
  693-95-8
- ~37%
- In-stock
  
  111600-83-0
References
- ELI LILLY AND COMPANY Patent: WO2008/36579 A1, 2008 ; Location in patent: Page/Page column 26 ; WO 2008/036579 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 2.21402
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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5-Bromo-4-methylthiazole

CAS No. 111600-83-0

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