86814-28-0

Basic information

• Product Name: 1,2,4-Thiadiazole, 3,5-bis(4-nitrophenyl)-
• CAS NO: 86814-28-0
• Molecular Formula: C14H8N4O4S
• Molecular Weight: 328.308
• Mol File: 86814-28-0.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 1,2,4-Thiadiazole, 3,5-bis(4-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Thiadiazole, 3,5-bis(4-nitrophenyl)-(86814-28-0)
• EPA Substance Registry System: 1,2,4-Thiadiazole, 3,5-bis(4-nitrophenyl)-(86814-28-0)

Safety Data

• Hazardous Substances Data: 86814-28-0(Hazardous Substances Data)

Upstream product

• 57626-33-2 2-bromo-1-phenyl-1,3-butanedione 
• 26060-30-0 4-nitrothiobenzamide 
• 31253-11-9 methyl 2-bromo-2-cyanoacetate 

Downstream Products

• 1356115-31-5 3,5-bis(4-aminophenyl)-1,2,4-thiadiazole 

Relevant articles and documents

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.

A Simple and Convenient Method for the Synthesis of 3,5-disubstituted 1,2,4-thiadiazoles via Oxidative Dimerization of Primary Thioamides

A simple and efficient protocol has been developed for the preparation of 3,5-diaryl-1,2,4-thiadiazoles in high yields through the oxidative dimerization of primary thioamides in aqueous medium at room temperature.

Eosin y catalyzed visible-light-driven aerobic oxidative cyclization of thioamides to 1,2,4-thiadiazoles

A new approach for an efficient metal-free synthesis of 1,2,4-thiadiazoles from primary thioamides using visible light and air in the presence of eosin Y as a photoredox catalyst is reported. The protocol involves an aerobic oxidative cyclization of thioamides via the formation of C-N and C-S bonds to afford excellent yields of the products in a simple one-pot operation under mild conditions. Georg Thieme Verlag Stuttgart · New York.