7735-53-7

Usage

Type of compound

Heterocyclic organic compound

Derivative of

Benzoxazole

Industry use

Pharmaceutical industry as a reagent for the synthesis of various drugs and medicinal compounds

Structural features

Possesses a thiol group and a lactone ring

Versatility

A versatile building block for the construction of different types of organic molecules

Applications

Utilized in the synthesis of anti-inflammatory and antiviral drugs, as well as in the development of novel pharmaceutical compounds with potential therapeutic applications

Additional studies

Investigated for its potential antimicrobial properties

Potential

Interesting and versatile chemical compound with a wide range of potential applications

InChI:InChI=1/C7H4O2S/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H

Upstream product

• 2757-23-5 chloro(chlorosulfanyl)methanone 
• 108-95-2 phenol 
• 16241-04-6 O-phenyl N,N-dimethylthiocarbamate 
• 1121-24-0 ortho-mercaptophenol 
• 201230-82-2 carbon monoxide 
• 75-44-5 phosgene 

Downstream Products

• 58696-56-3 S-2-hydroxyphenyl N,N-dimethylthiolcarbamate 
• 1121-24-0 ortho-mercaptophenol 

Relevant academic research and scientific papers

Palladium-catalyzed intramolecular oxidative C-H sulfuration of aryl thiocarbamates

A palladium-catalyzed intramolecular C-H bond sulfuration reaction of aryl thiocarbamates has been developed. This strategy provides a new route to benzo[d][1,3]oxathiol-2-ones with tolerance of a wide range of substituents. Mechanistic studies suggested

Synthesis of benzo-fused five- and six-membered heterocycles by palladium-catalyzed cyclocarbonylation

A novel and simple synthetic methodology, based on palladium-catalyzed cyclocarbonylation reaction, is presented for preparing five- and six-membered benzo-fused heterocycles. A mechanism for the process is also proposed and discussed.

Regiocontrolled carbonylsulfanylations at ortho-position of phenols and at α-position of ketones using chlorocarbonylsulfenyl chloride

Bu3N/AlCl3-promoted [3+2] cyclocondensation between phenols and chlorocarbonylsulfenyl chloride (CCSC; 3) gave 1,3-benzoxathiol-2-ones (2), wherein the acylation of phenols with CCSC (3) and the intramolecular and regioselective ortho-sulfenylation successively proceeded in a one-pot manner. 2-Sulfanylphenols (1) were produced from 2 by mild hydrolysis using NaOH. An analogous Bu3N-promoted [3+2] cyclocondensation between ketones and 3 gave 1,3-oxathioles (7), wherein the α-CH2- position of the ketones was regioselectively sulfenylated.

The Reaction of N-Dichloromethylene-N,N-dimethylammonium Chloride (Vieche's Salt) with Thiophenols and Phenols: a Synthesis of Unsymmetrical Diaryl Carbonates

The reaction of N-dichloromethylene-N,N-dimethylammonium chloride (Viehe's salt) with various thiophenols and phenols is reported.The resulting intermediate salts are generally transformed by water or sodium hydrogen sulfide to thiocarbonates and thiocarbamates.An efficient synthesis of unsymmetrical diaryl carbonates is discussed.

Preparation of catechol derivatives

A method of preparing derivatives of aromatic compounds including the catechol function STR1 by replacement of one of the hydroxyls by mercaptan STR2 Cathechol or a multi-ring compound (naphthyl-, anthryl-, phenanthryl-, etc.) containing the catechol function is first reacted with thiophosgene to produce the corresponding dioxole-2-thione STR3 The thione is ammonolyzed to the corresponding hydroxy N,N-disubstituted thionocarbamate STR4 The thionocarbamate is acetylated to STR5 and heated to rearrange the compound to the corresponding thiolcarbamate STR6 Further heating produces the corresponding oxathiol-2-one STR7 which can be hydrolyzed to the corresponding mercaptan STR8