17590-34-0

Basic information

• Product Name: 1,2,4-Thiadiazole, 3,5-bis(4-methylphenyl)-
• CAS NO: 17590-34-0
• Molecular Formula: C16H14N2S
• Molecular Weight: 266.367
• Mol File: 17590-34-0.mol
• Article Data: 28

Chemical Properties

• CAS DataBase Reference: 1,2,4-Thiadiazole, 3,5-bis(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Thiadiazole, 3,5-bis(4-methylphenyl)-(17590-34-0)
• EPA Substance Registry System: 1,2,4-Thiadiazole, 3,5-bis(4-methylphenyl)-(17590-34-0)

Safety Data

• Hazardous Substances Data: 17590-34-0(Hazardous Substances Data)

Usage

Chemical Family

Thiadiazole

Heterocyclic Compound

Yes

Ring Composition

Three carbon atoms, one nitrogen atom, and one sulfur atom

Derivative

Substituted with two 4-methylphenyl groups at the 3 and 5 positions

Potential Applications

Organic synthesis, pharmaceuticals, and materials science

Unique Structure

Valuable building block for the development of new molecules and materials with specific characteristics and functionalities

Precaution

Specific uses and potential hazards should be carefully evaluated and considered before handling or utilizing this compound

Upstream product

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Relevant articles and documents

REACTION OF SULFUR DICHLORIDE WITH NITRILE IN THE PRESENCE OF LEWIS ACID FORMING 1,2,4-THIADIAZOLE.

Formation of 3,5-disubstituted 1,2,4-thiadiazoles by the reaction of sulfur dichloride with nitriles in the presence of a Lewis acid was found. For example, 3,5-diphenyl-1,2,4-thiadiazole was obtained with its chlorinated products, 3-o-chlorophenyl-5-phen

Visible-light promoted serendipitous synthesis of 3,5-diaryl-1,2,4-thiadiazoles via oxidative dimerization of thiobenzamides

In the present manuscript, we report serendipitous synthesis of 3,5-diaryl-1,2,4-thiadiazoles with the aid of a household compact fluorescent lamp (CFL). In presence of α-bromo-β-diketone, thiobenzamides undergo oxidative dimerization to generate corresponding 3,5-diaryl-1,2,4-thiadiazoles in excellent yields in just 5 min instead of expected 2-aryl-4-methyl-5-acylthiazoles. Inhibition of the reaction by free radical scavenger (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) indicates that the dimerization takes place through a free radical process. The synthetic value of the developed protocol was established by synthesizing over eleven diverse 1,2,4-thiadiazoles in a shorter duration with exceptionally high purity and simple work-up procedure under environment benign additive-free conditions.

An Expeditious Ultrasound-Initiated Green Synthesis of 1,2,4-Thiadiazoles in Water

[Figure not available: see fulltext.] A convenient, environmentally benign, metal- and catalyst-free protocol has been developed for the conversion of thioamides to the corresponding 1,2,4-thiadiazole derivatives with chloranil under ultrasound irradiation in water at room temperature. This paper describes a general procedure for the synthesis of different 1,2,4-thiadiazoles in excellent yield in short reaction time via sonochemistry.

Regioselective C-C cross-coupling of 1,2,4-thiadiazoles with maleimides through iridium-catalyzed C-H activation

A regioselective C-C cross-coupling of 1,2,4-thiadiazoles with maleimides through iridium catalysis was developed. This transformation tactically linked the 1,2,4-thiadiazoles and succinimides together, and the novel molecules formed may have potential biological activity.