3-Methyl-5-bromo-1,2,4-thiadiazole

Name: 3-Methyl-5-bromo-1,2,4-thiadiazole
Brand: ChemScene
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CAS No. 54681-68-4
Cat. No. CS-0028376
Molecule weight179.04
Purity≥98%
MDL No.MFCD11847500

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Type	HazMat Fee
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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3-Methyl-5-bromo-1,2,4-thiadiazole|CS-0028376

Structure of 54681-68-4

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General Information

CAS No. 54681-68-4
Cat. No. CS-0028376
Purity ≥98%
MDL No. MFCD11847500
Storage Store at room temperature, keep dry and cool
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃H₃BrN₂S
Molecular Weight 179.04
Synonym(s) 5-Bromo-3-methyl-1,2,4-thiadiazole
SMILES CC1=NSC(Br)=N1

Description

3-Methyl-5-bromo-1,2,4-thiadiazole features a brominated heterocyclic core with enhanced electron-withdrawing character, enabling efficient coupling in cross-coupling reactions. The methyl group provides steric stabilization, while the thiadiazole scaffold offers robustness under standard bench conditions. This compound serves as a key building block for functionalized pharmaceutical intermediates and agrochemicals.

Application

3-Methyl-5-bromo-1,2,4-thiadiazole serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the 5-position via palladium-catalyzed cross-coupling. The bromine atom exhibits high reactivity in Suzuki, Stille, and Negishi reactions, while the methyl group provides mild electron-donating character that stabilizes the ring under standard reaction conditions. This compound demonstrates excellent bench stability and facilitates efficient purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

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 25.78
LogP 1.60902
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiadiazole compounds

Key Words

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3-Methyl-5-bromo-1,2,4-thiadiazole

CAS No. 54681-68-4

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