53645-94-6

Basic information

• Product Name: 2-chloro-5-Methyl-1,3,4-thiadiazole
• Synonyms: 2-chloro-5-Methyl-1,3,4-thiadiazole;1,3,4-Thiadiazole, 2-chloro-5-Methyl-
• CAS NO: 53645-94-6
• Molecular Formula: C₃H₃ClN₂S
• Molecular Weight: 134.58732
• Mol File: 53645-94-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-chloro-5-Methyl-1,3,4-thiadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-5-Methyl-1,3,4-thiadiazole(53645-94-6)
• EPA Substance Registry System: 2-chloro-5-Methyl-1,3,4-thiadiazole(53645-94-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 53645-94-6(Hazardous Substances Data)

Usage

General Description

2-Chloro-5-Methyl-1,3,4-thiadiazole is a chemical compound with the molecular formula C3H3ClN2S. It is a chlorinated derivative of the heterocyclic compound 1,3,4-thiadiazole, and is commonly used in the synthesis of pharmaceuticals and agrochemicals. It is a white to off-white crystalline solid with a slightly sweet odor, and is soluble in organic solvents such as acetone, chloroform, and methanol. 2-Chloro-5-Methyl-1,3,4-thiadiazole is known for its role as an intermediate in the manufacturing of a variety of bioactive compounds, and is used as a building block in the production of drugs for a range of medical applications. Due to its potential to react with other chemicals and its use in the production of active pharmaceutical ingredients, 2-Chloro-5-Methyl-1,3,4-thiadiazole should be handled with caution and in accordance with appropriate safety measures.

Upstream product

• 108-33-8 5-methyl-1,3,4-thiadiazol-2-amine 

Downstream Products

• 98025-62-8 2-hydrazino-5-methyl-1,3,4-thiadiazole 
• 103344-16-7 2-methyl-6-phenyl-8H-<1,3,4>thiadiazolo<3,2-a>thieno<2,3-d>pyrimidin-8-one 

Relevant articles and documents

Deaminative chlorination of aminoheterocycles

Selective modification of heteroatom-containing aromatic structures is in high demand as it permits rapid evaluation of molecular complexity in advanced intermediates. Inspired by the selectivity of deaminases in nature, herein we present a simple methodology that enables the NH2 groups in aminoheterocycles to be conceived as masked modification handles. With the aid of a simple pyrylium reagent and a cheap chloride source, C(sp2)?NH2 can be converted into C(sp2)?Cl bonds. The method is characterized by its wide functional group tolerance and substrate scope, allowing the modification of >20 different classes of heteroaromatic motifs (five- and six-membered heterocycles), bearing numerous sensitive motifs. The facile conversion of NH2 into Cl in a late-stage fashion enables practitioners to apply Sandmeyer- and Vilsmeier-type transforms without the burden of explosive and unsafe diazonium salts, stoichiometric transition metals or highly oxidizing and unselective chlorinating agents. [Figure not available: see fulltext.]

Kinetic studies of nucleophilic substitution of various halothiadiazoles with methoxide ion

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