2-Chloro-5-methyl-1,3,4-thiadiazole

Name: 2-Chloro-5-methyl-1,3,4-thiadiazole
Brand: ChemScene
Availability: InStock
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CAS No. 53645-94-6
Cat. No. CS-0071966
Purity≥95%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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2-Chloro-5-methyl-1,3,4-thiadiazole|CS-0071966

Structure of 53645-94-6

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General Information

CAS No. 53645-94-6
Cat. No. CS-0071966
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃H₃ClN₂S
Molecular Weight 134.59
Synonym(s) chloro-methyl-[1,3,4]thiadiazole
SMILES ClC1=NN=C(C)S1

Description

2-Chloro-5-methyl-1,3,4-thiadiazole is a heterocyclic compound featuring a chlorine atom at the 2-position and a methyl group at the 5-position on the thiadiazole ring. This electron-deficient scaffold integrates readily into medicinal chemistry scaffolds, offering enhanced metabolic stability and improved membrane permeability in bioactive molecule design.

Application

2-Chloro-5-methyl-1,3,4-thiadiazole serves as a versatile heterocyclic building block in medicinal chemistry and agrochemical synthesis. Its electrophilic chlorine atom enables facile nucleophilic substitution, while the methyl group provides steric and electronic modulation. The compound exhibits bench stability, facilitates straightforward purification, and functions effectively in coupling reactions to construct diverse 1,3,4-thiadiazole-containing scaffolds relevant to API development.

Synthesis

Route1
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  53645-94-6
References
- Kanaoka Yakugaku Zasshi, 1955 , vol. 75, p. 1149,1151 Chem.Abstr., 1956 , p. 5647

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 1.49992
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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2-Chloro-5-methyl-1,3,4-thiadiazole

CAS No. 53645-94-6

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