66018-75-5

Basic information

• Product Name: Carbamothioic acid, phenyl-, S-(4-methylphenyl) ester
• CAS NO: 66018-75-5
• Molecular Formula: C14H13NOS
• Molecular Weight: 243.329
• Mol File: 66018-75-5.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: Carbamothioic acid, phenyl-, S-(4-methylphenyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamothioic acid, phenyl-, S-(4-methylphenyl) ester(66018-75-5)
• EPA Substance Registry System: Carbamothioic acid, phenyl-, S-(4-methylphenyl) ester(66018-75-5)

Safety Data

• Hazardous Substances Data: 66018-75-5(Hazardous Substances Data)

Upstream product

• 103-71-9 phenyl isocyanate 
• 106-45-6 para-thiocresol 
• 21561-99-9 N-methyl-N'-phenyl-N-nitrosourea 
• 201230-82-2 carbon monoxide 
• 62-53-3 aniline 
• 98-95-3 nitrobenzene 
• 64-10-8 phenyl carbamate 
• 1197040-29-1 phenyl isocyanate 
• 495-18-1 Benzohydroxamic acid 
• 39594-84-8 4-methylphenyl chlorothioformate 
• 103-19-5 di(p-tolyl) disulfide 

Downstream Products

• 26330-85-8 4-Methyl-benzenethiol anion 
• 103-71-9 phenyl isocyanate 
• 62-53-3 aniline 
• 106-45-6 para-thiocresol 
• 1467-21-6 N-phenyl-N'-benzylurea 
• 1967-26-6 N-(4-chlorophenyl)-N'-phenylurea 
• 3746-53-0 N-(4-metoxyphenyl)-N'-phenylurea 

Relevant articles and documents

Preparation method of amide derivative

The invention provides a preparation method of an amide derivative. The method comprises the following steps: taking hydroxamic acid and an amine or thiol compound as raw materials, sequentially adding alkali and a solvent, carrying out a reaction for 2-7 hours at the temperature of 25-50 DEG C in an SO2F2 atmosphere, and after the reaction is finished, carrying out aftertreatment on a reaction solution to obtain the asymmetric urea compound or thiocarbamate compound. According to the invention, cheap, easily available and environment-friendly SO2F2 is used as an accelerant to efficiently promote the generation of isocyanate intermediates and form C-N and C-S bonds. The generation of isocyanate avoids the use of a large amount of halogen or azide dangerous reagents, so that the compound can be used as a green substitute for standard treatment conditions in Curtius rearrangement and Hofmann rearrangement reactions. The substrate is wide in applicability, and the corresponding asymmetricurea and thiocarbamate compounds can be obtained at a relatively good yield. The operation process is simple and suitable for large-scale preparation.

Ethyl 2-(tert-Butoxycarbonyloxyimino)-2-cyanoacetate (Boc-Oxyma): An Efficient Reagent for the Racemization Free Synthesis of Ureas, Carbamates and Thiocarbamates via Lossen Rearrangement

Boc-Oxyma (Ethyl 2-(tert-butoxycarbonyloxyimino)-2-cyanoacetate) has been reported previously as an efficient coupling reagent for the synthesis of amides, peptides, esters, thioesters and hydroxamic acids. It is known for its excellent racemization suppression capability, and also as an environment friendly reagent as it generates only Oxyma as solid byproduct that can be recovered easily and recycled for the synthesis of the same reagent. In this update, we report a simple, efficient, environment friendly, chemoselective and racemization free method for the synthesis of ureas, carbamates and thiocarbamates from hydroxamic acids via Lossen rearrangement by using Boc-Oxyma. We have achieved racemization free di- and tri-peptidyl ureas with very good yield by using this protocol. A rigorous mechanistic investigation is also incorporated. (Figure presented.).

A selenium-catalysed synthesis of thiocarbamates from nitroarenes, carbon monoxide and thiols under mild conditions

An improved method for the selenium-catalysed synthesis of thiocarbamates under mild conditions has been developed. With acetone as solvent, the one-pot selenium-catalysed carbonylation of nitroarenes and thiols with carbon monoxide proceeds smoothly at atmospheric pressure and ambient temperature.