66711-48-6

Basic information

• Product Name: N-benzyl-N'-methyl-N-phenylethylenediamine
• CAS NO: 66711-48-6
• Molecular Weight: 240.348
• Mol File: 66711-48-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-benzyl-N'-methyl-N-phenylethylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-N'-methyl-N-phenylethylenediamine(66711-48-6)
• EPA Substance Registry System: N-benzyl-N'-methyl-N-phenylethylenediamine(66711-48-6)

Safety Data

• Hazardous Substances Data: 66711-48-6(Hazardous Substances Data)

Upstream product

• 19836-78-3 3-methyl-2-oxo-1,3-oxazolidine 
• 758640-21-0 N-Benzylaniline 
• 100-44-7 benzyl chloride 
• 67614-26-0 N-benzoyl-N-methyl-N'-phenylethylenediamine 
• 2290-89-3 N-phenylbenzylamine hydrochloride 

Downstream Products

• 1258726-89-4 N'-benzyl-N-[carbomethoxy(methoxy)methyl]-N-methyl-N'-phenylethyl-1,2-diamine 
• 961-71-7 Antergan 

Relevant articles and documents

Me3SiCl-promoted intramolecular cyclization of aromatic compounds tethered with N,O-acetals leading to the facile preparation of 1,4-benzodiazepine skeletons

The Me3SiCl-promoted intramolecular aminomethylation of a novel type of N,O-acetals, which were prepared via a facile three-step synthesis from N-alkylaniline derivatives and N-alkyl-2-oxazolidinones that leads to the production of pharmaceutically useful 1,4-benzodiazepine skeletons with a variety of functional groups is described. This method was successfully applied to the facile preparation of both tricyclic benzodiazepine derivatives and a 1,4-benzoxazepine derivative via 7-exo-trig cyclization.

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.