51208-43-6

Basic information

• Product Name: 1,2-Ethanediamine, 1,2-bis(4-methoxyphenyl)-
• Synonyms: 1,2-Bis(4'-methoxyphenyl)ethan-1,2-diamin;1,2-bis(4-methoxyphenyl)ethylenediamine;1,2-bis-(4-methoxy-phenyl)-ethylenediamine;(+/-)-1,2-bis(4-methoxyphenyl)ethylenediamine;meso-1,2-bis(4-methoxyphenyl)ethylenediamine;dl-1,2-bis(4-methoxyphenyl)ethylenediamine;1,2-Bis-(4-methoxy-phenyl)-ethane-1,2-diamine
• CAS NO: 51208-43-6
• Molecular Formula: C16H20N2O2
• Molecular Weight: 272.34200
• Mol File: 51208-43-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,2-Ethanediamine, 1,2-bis(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Ethanediamine, 1,2-bis(4-methoxyphenyl)-(51208-43-6)
• EPA Substance Registry System: 1,2-Ethanediamine, 1,2-bis(4-methoxyphenyl)-(51208-43-6)

Safety Data

• Hazardous Substances Data: 51208-43-6(Hazardous Substances Data)

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 132127-28-7 N-trimethylsilyl-(4-methoxybenzaldimine) 
• 58519-97-4 meso-N,N'-bis(4-methoxybenzylidene)-1,2-bis(4-methoxyphenyl)ethylenediamine 

Downstream Products

• 91265-94-0 meso-1,2-bis(4-hydroxyphenyl)ethylenediamine 
• 91265-95-1 (+/-)-1,2-bis(4-hydroxyphenyl)ethylenediamine dihydrobromide 
• 117106-36-2 (-)-1,2-bis(4-methoxyphenyl)ethylenediamine 
• 117106-36-2 (+)-1,2-bis(4-methoxyphenyl)ethylenediamine 
• 117106-36-2 d,l-1,2-diamino-1,2-bis(4-methoxyphenyl)ethane 
• 530-34-7 2-amino-1,2-dianisylethanol 
• 58519-97-4 meso-N,N'-bis(4-methoxybenzylidene)-1,2-bis(4-methoxyphenyl)ethylenediamine 

Relevant articles and documents

Chemoselective Photoredox Synthesis of Unprotected Primary Amines Using Ammonia

Unprotected α-amino carbon radicals are produced as novel intermediates via a transformation that merges acid-promoted N-H imine generation and chemoselective photocatalytic single-electron reduction. Coupling ammonia and aldehydes/ketones allows the generation of primary amines under mild conditions without the need for protecting groups. The key intermediate can be efficiently transformed into primary (di)amines by a formal dimerization, reductive amination via hydrogen atom transfer, and arylation through radical-radical coupling.

211. Scope and Limitations of the Reductive Coupling of Aromatic Aldimine Derivatives with Formation of 1,2-Diarylethylenediamine Units, Using Low-Valent Titanium Reagents

Besides the adducts from lithium amides to aromatic aldehydes, iminium salts, aminals, and N-silylimines of aromatic aldehydes are coupled by the black suspension obtained from TiCl4 and Mg turnings in tetrahydrofuran (THF).The 1,2-diarylethylenediamines with tertiary and primary amino groups thus obtained are formed with no or only moderate diastereoselectivity (products 4a-d (Scheme 2) and 5a-e (Scheme 3), respectively); the amine component may contain a strained ring or additional heteroatoms as in azetidin, bis(2-metoxyethyl)amine piperazine, morpholine, and thiomorpholine (products 6a-e; Table 1).By an in-situ procedure, ethylenediamines and propane-1,3-diamines with two secondary amino groups are cyclized with aromatic aldehydes to give exclusively trans-diaryl-substituted piperazine and perhydro-1,4-diazepine derivatives (products 7a-f; Table 2).Enantiomerically pure monocyclic trans,cis-5-alkyl-2,3-diaryl-piperazines and diazabicyclononanes and -decanes are obtained by employing suitable diamines prepared from the amino acids (S)-alanine, (S)-phenylalanine, (S)-proline, and from (S,S)- or (R,R)-cyclohexane-1,2-diamine, respectively (products 11a-i, 7e; Table 4).The configurations of all products are derived from the high-field NMR spectra, some of which are discussed in detail (Figs. 1 and 2, Tables 3 and 5); all new compounds are fully characterized by their physical data.Depending upon the structure of the components employed, the yields of purified products range from as low as 7percent to essentially quantitative.