2014-78-0

Upstream product

• 2014-71-3 N-(2-Phenylmercapto-aethyl)-N-methyl-propionamid 
• 19836-78-3 3-methyl-2-oxo-1,3-oxazolidine 
• 108-98-5 thiophenol 

Downstream Products

• 265121-17-3 2-Iodo-N-methyl-N[2-(phenylthio)ethyl]benzamide 
• 148827-56-9 N-(2-phenylthioethyl)-N-methyl-formamide dimethyl acetal 
• 848772-82-7 N-[2-(2-bromophenyl)ethyl]-N-[1-methyl-2-(phenylsulfinyl)ethyl]-2,2-dimethylpropionamide 
• 848772-60-1 N-[2-(2-bromophenyl)ethyl]-N-(1-methyl-2-(phenylthio)ethyl)trimethylacetamide 
• 848772-81-6 N-[2-(2-bromophenyl)ethyl]-N-[1-methyl-2-(phenylsulfinyl)ethyl]propionamide 
• 848772-59-8 N-[2-(2-bromophenyl)ethyl]-N-(1-methyl-2-(phenylthio)ethyl)propionamide 
• 848772-80-5 N-[2-(2-bromophenyl)ethyl]-N-[1-methyl-2-(phenylsulfinyl)ethyl]acetamide 
• 848772-58-7 N-[2-(2-bromophenyl)ethyl]-N-(1-methyl-2-(phenylthio)ethyl)acetamide 
• 848772-79-2 N-[2-(2-bromophenyl)ethyl]-N-[1-methyl-2-(phenylsulfinyl)ethyl]formamide 
• 848772-43-0 N-[2-(2-bromophenyl)ethyl]-1-methyl-2-(phenylthio)ethylamine 
• 848772-45-2 N-[2-(2-bromophenyl)ethyl]-N-(1-methyl-2-(phenylthio)ethyl)formamide 

Relevant academic research and scientific papers

INDANE DERIVATES AS MUSCARINIC RECEPTOR AGONISTS

The present invention relates to compounds of Formula I: I which are agonists of the M-1 muscarinic receptor.

Base-promoted aminoethylation of thiols with 2-oxazolidinones: A simple synthesis of 2-aminoethyl sulfides

A simple synthesis of 2-aminoethyl sulfides using a base-promoted reaction of 2-oxazolidinones with thiols is described. An application of this method to the synthesis of chiral 2-aminoethyl sulfides and sulfur-containing heterocyclic compounds is also presented.

The Use of 2-Oxazolidinones as Latent Aziridine Equivalents. 2. Aminoethylation of Aromatic Amines, Phenols, and Thiophenols

The utility of 2-oxazolidinones 1 as latent, carboxylated aziridine functionalities was examined.Reaction of 2-oxazolidinone (1a), 3-methyl2-oxazolidinone (1b), 3-(phenylmethyl)-2-oxazolidinone (1c), 3-phenyl-2-oxazolidinone (1d) 4,4-dimethyl-2-oxazolidinone (1e), and 5-ethyl-2-oxazolidinone (1f) with aromatic amine salts, phenol, or thiophenols at elevated temperatures (> 130 deg C) afforded aminoethylated adducts.The aminoethylation occurred with concomitant loss of carbon dioxide to furnish variously substituted N-aryl-1,2-ethanediamines 4, 1-(2-phenoxyethyl)-2-imidazolidinone (8), or 2-(arylthio)ethanamines 9 on reactions of 1 with aromatic amine salts, phenol, and thiophenols, respectively.Imidazolidinone 8 is believed to be a secondary reaction product resulting from the condensation of the initially formed 2-phenoxyethanamine with starting oxazolidinone 1a.The aminoethylation reaction did not proceed with aliphatic amine hydrochlorides or alkyl mercaptans.Preliminary mechanistic pathways for these ring openings were also investigated employing a specific, C-5 deuterium-labeled oxazolidinone 1b-d2.Ring-opening experiments of 1b-d2 with N-methylaniline hydrochloride suggest reaction can occur through either a dioxazolinium 5 and/or 5 intermediate.In contrast, reaction of 1b-d2 with thiophenol suggests ring-opening to proceed only via the dioxazolinium pathway.