127876-61-3

Basic information

• Product Name: N-methyl-N-{2-[2-(phenylsulfanyl)phenyl]ethyl}amine
• Synonyms: N-methyl-N-{2-[2-(phenylsulfanyl)phenyl]ethyl}amine
• CAS NO: 127876-61-3
• Molecular Formula: C₁₅H₁₇NS
• Molecular Weight: 243.36718
• Mol File: 127876-61-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-methyl-N-{2-[2-(phenylsulfanyl)phenyl]ethyl}amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-N-{2-[2-(phenylsulfanyl)phenyl]ethyl}amine(127876-61-3)
• EPA Substance Registry System: N-methyl-N-{2-[2-(phenylsulfanyl)phenyl]ethyl}amine(127876-61-3)

Safety Data

• Hazardous Substances Data: 127876-61-3(Hazardous Substances Data)

Upstream product

• 127876-60-2 N-[2-(2-Phenylsulfanyl-phenyl)-ethyl]-formamide 
• 36943-39-2 2-(phenylthio)benzaldehyde 
• 89-98-5 2-chloro-benzaldehyde 
• 127876-57-7 1-nitro-2-(2-(phenylthio)phenyl)ethene 
• 127876-59-9 2-(2-(phenylthio)phenyl)ethylamine 
• 108-98-5 thiophenol 
• 1093176-75-0 N-methyl-N-(phenylthio)-N-(2-(2-bromophenyl)ethyl)amine 
• 1093176-76-1 N-Boc-N-methyl-N-(2-(2-(phenylthio)phenyl)ethyl)amine 

Relevant articles and documents

The endocyclic restriction test: The geometries of nucleophilic substitutions at sulfur(VI) and sulfur(II)

(Chemical Equation Presented) The trajectories for nucleophilic substitutions at sulfur(VI) and sulfur(II) have been investigated by the endocyclic restriction test. On the basis of double-labeling experiments, the sulfur(VI) transfer in the conversion of 1 to 2 is found to be intramolecular, while the sulfur(VI) transfer in the conversion of 3 to 4 and the sulfur(II) transfer in the conversion of 5 to 6 are found to be intermolecular. These results are taken to be consistent with transition structures for these sulfur transfer reactions which require a large angle between the entering and leaving group, a geometry analogous to apical group positions in trigonal bipyramidal transition states.

POTENTIAL ANTIDEPRESSANTS: 2-(PHENYLTHIO)ARALKYLAMINE

Reactions of 2-(phenylthio)benzyl chloride with dimethylamine, diethylamine, pyrrolidine, piperidine, morpholine, and 1-methylpiperazine afforded the title compounds VI-XI.Reaction of 2-(phenylthio)benzaldehyde with nitromethane gave the nitrostyrene XIV which was reduced with lithium aluminium hydride to 2-(2-phenylthio)phenyl)ethylamine (XVI).This was transformed to the N-methyl and N,N-dimethyl derivatives XVIII and XIX.The Claisen reaction of (2-(2-phenylthio)phenyl)acetonitrile with ethyl acetate afforded the compound XXI which was cleaved by phosphoric acid to (2-(phenylthio)phenyl)acetone (XX).The Leuckart-Wallach reaction afforded the formamide XXIII which was used as starting material for preparing the amines XXIV-XXVI.The alternative approach to these compounds starting by reaction of the aldehyde XII with nitroethane was complicated by the fact that in addition to the nitropropene XV 2-(phenylthio)benzonitrile was also formed.The synthetic use of the inhomogenous XV resulted then in mixtures of amines XXIV-XXVI with IV-VI which was followed by means of mass and 1H NMR spectra.The amines XXIV-XXVI were oxidized to the sulfoxides XXVII-XXIX.The oily bases were transformed to crystalline salts and spectra of all homogeneous bases were recorded.Pharmacological testing showed the amine VI (VUFB-15370) to be a promising potential antidepressant.The amines XI and XXV showed also pharmacological profile of potential antidepressant.