58377-03-0

Basic information

• Product Name: Benzeneethanethioamide, N-(phenylmethyl)-
• CAS NO: 58377-03-0
• Molecular Formula: C15H15NS
• Molecular Weight: 241.357
• Mol File: 58377-03-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzeneethanethioamide, N-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneethanethioamide, N-(phenylmethyl)-(58377-03-0)
• EPA Substance Registry System: Benzeneethanethioamide, N-(phenylmethyl)-(58377-03-0)

Safety Data

• Hazardous Substances Data: 58377-03-0(Hazardous Substances Data)

Upstream product

• 102-04-5 1,3-Diphenylpropanone 
• 1788-31-4 1,3-diphenylpropan-2-one oxime 
• 41904-21-6 1-methylsulphinyl-1-methylthio-2-phenylethylene 
• 100-46-9 benzylamine 
• 378791-50-5 p-bromophenyl phenyldithioacetate 
• 378791-49-2 p-chlorophenyl phenyldithioacetate 
• 378791-48-1 p-methylphenyl phenyldithioacetate 
• 104411-45-2 phenyl phenyldithioacetate 
• 68542-14-3 2-Phenyl-1-methylthio-1-(acetoxymethylthio)-ethylene 
• 25445-77-6 4-phenyl-1,2,3-thiadiazole 
• 100-42-5 styrene 

Downstream Products

• 101720-96-1 3-benzyl-2-benzylidene-4-methyl-2,3-dihydro-thiazole 
• 114628-27-2 trans-N-benzyl-5-(iodomethyl)-3-phenylpyrrolidin-2-one 
• 114628-27-2 cis-N-benzyl-5-(iodomethyl)-3-phenylpyrrolidin-2-one 
• 114628-21-6 N-Benzyl-2-phenyl-pent-4-enimidothioic acid methyl ester 
• 119475-48-8 2-(N-acetyl-N-benzylamino)-5-methyl-3-phenylthiophene 
• 119502-09-9 N-benzyl-2-phenylpent-4-enethioamide 
• 28386-91-6 1,5-dibenzyl-1H-tetrazole 
• 127133-29-3 N-Benzyl-2-phenyl-thioacetimidic acid allyl ester 
• 127133-29-3 N-Benzyl-2-phenyl-thioacetimidic acid allyl ester 
• 7500-45-0 N-benzylphenylacetamide 

Relevant articles and documents

Dehydrative Beckmann rearrangement and the following cascade reactions

The Beckmann rearrangement has been predominantly studied for the synthesis of amide and lactam. By strategically using the in situ generated Appel's salt or Mitsunobu's zwitterionic adduct as the dehydrating agent, a series of Beckmann rearrangement and following cascade reactions have been developed herein. The protocol allows the conversion of various ketoximes into amide, thioamide, tetrazole and imide products in modular procedures. The generality and tolerance of functionalities of this method have been demonstrated.

O,O-Diethyl dithiophosphoric acid mediated direct synthesis of thioamides from aldehydes and ketones

A general and convenient method for a one-pot conversion of aldehydes and ketones into thioamides has been developed. The protocol involves oximation of aldehydes and ketones followed by deoxygenative thioamidation of oximes with O,O-diethyl dithiophosphoric acid which acts as an acid as well a source of sulfur. The method is operationally simple, high yielding, and also applicable to the conversion of amides and nitriles into the corresponding thioamides.

Ketoximes to N-substituted thioamides via PSCl3 mediated Beckmann rearrangement

N-Substituted thioamides were accessed from ketoximes by utilising PSCl3 as a uniquely capable reagent to induce Beckmann rearrangement as well as to capture the intermediate nitrilium ion. The Royal Society of Chemistry 2009.