64469-32-5

Basic information

• Product Name: 1,2-Ethanediamine, N-methyl-N'-phenyl-
• Synonyms: N-methyl-N'-phenyl-ethylenediamine;N-methyl-N'-phenylethylenediamine;N-methyl-N-phenylethylenediamine;N-Methyl-N'-phenyl-aethylendiamin;N-phenyl-N'-methylethylenediamine
• CAS NO: 64469-32-5
• Molecular Formula: C9H14N2
• Molecular Weight: 150.224
• Mol File: 64469-32-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 143-145 °C(Press: 18 Torr)
• Density: 0.996±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1,2-Ethanediamine, N-methyl-N'-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Ethanediamine, N-methyl-N'-phenyl-(64469-32-5)
• EPA Substance Registry System: 1,2-Ethanediamine, N-methyl-N'-phenyl-(64469-32-5)

Safety Data

• Hazardous Substances Data: 64469-32-5(Hazardous Substances Data)

Usage

Chemical class

Dialkylamines

Structure

Two amine groups connected by a two-carbon chain

Substituents

One amine group is methylated, the other is phenylated

Applications

Building block for pharmaceuticals, dyes, and corrosion inhibitors

Use as curing agent

Production of epoxy resins

Safety concerns

Skin and eye irritant

Handling precautions

Avoid exposure to prevent irritation

Upstream product

• 19836-78-3 3-methyl-2-oxo-1,3-oxazolidine 
• 142-04-1 aniline hydrochloride 
• 1071-30-3 sulfuric acid mono-(2-methylamino-ethyl) ester 
• 62-53-3 aniline 
• 67614-21-5 1,2-Diphenyl-3-methylimidazolinium-jodid 
• 67-56-1 methanol 
• 1664-40-0 N-(2-aminoethyl)benzeneamine 
• 226068-19-5 N-benzoyl-N-phenyl-N'-benzyl-N'-methylethylenediamine 
• 1750-92-1 1-phenyl-4,5-dihydro-1H-imidazole 
• 41239-10-5 N-(2-bromoethyl)methylamine 
• 93537-38-3 N-phenyl-N'-benzyl-N'-methylethylenediamine 
• 193552-62-4 1-Methyl-2,3-diphenyl-imidazolidine-2-carbonitrile 
• 111154-10-0 N-(2-(phenylamino)ethyl)formamide 
• 2221-13-8 3-phenylimidazolidine-2,4-dione 

Downstream Products

• 224189-02-0 ethyl 1-phenyl-4-methylpiperazine-2-carboxylate 
• 146980-87-2 1-Methyl-2,3-diphenyl-imidazolidine 
• 64688-27-3 1-methyl-3-phenylimidazolidine 
• 1137735-08-0 tert-butyl methyl(2-(phenylamino)ethyl)carbamate 
• 872170-76-8 C₁₈H₂₂N₄OS 
• 961-71-7 Antergan 
• 1026852-46-9 C₁₁H₁₅N₃O₃ 
• 1027248-64-1 Methyl-[2-(N-phenyl-hydrazino)-ethyl]-carbamic acid methyl ester 
• 67614-21-5 1,2-Diphenyl-3-methylimidazolinium-jodid 
• 67614-26-0 N-benzoyl-N-methyl-N'-phenylethylenediamine 
• 97406-70-7 4-methyl-1-phenylpiperazin-2-one 
• 40597-52-2 1-methyl-4-phenylpiperazin-2-one 

Relevant articles and documents

Selective Monomethylation of Amines with Methanol as the C1 Source

The N-monomethyl functionality is a common motif in a variety of synthetic and natural compounds. However, facile access to such compounds remains a fundamental challenge in organic synthesis owing to selectivity issues caused by overmethylation. To address this issue, we have developed a method for the selective, catalytic monomethylation of various structurally and functionally diverse amines, including typically problematic primary aliphatic amines, using methanol as the methylating agent, which is a sustainable chemical feedstock. Kinetic control of the aliphatic amine monomethylation was achieved by using a readily available ruthenium catalyst at an adequate temperature under hydrogen pressure. Various substrates including bio-related molecules and pharmaceuticals were selectively monomethylated, demonstrating the general utility of the developed method.

Synthesis of substituted 1H-4,5-dihydroimidazolium salts by dehydrogenation of imidazolidines

A study is presented on the scope of the method to obtain 1H-4,5-dihydroimidazolium salts 3 by dehydrogenation of 1,3-di and 1,2,3-trisubstituted imidazolidines 2. Of the dehydrogenating agents used, N-bromoacetamide leads to the best results, providing a

Nucleophilic Addition to Substituted 1H-4,5-Dihydroimidazolium Salts

1H-4,5-Dihydroimidazolium salts 1 react readily with nucleophilic reagents originating cyclic products which may be stable or become transformed into acyclic compounds maintaining the structural ethylenediamine unit. With methylmagnesium iodide compound le affords the expected imidazolidine, but in the case of substituted 1-aryl-3-methyl-2-phenyl salts 1b-d the N-aryl-N'-methylethylenediamines 3b-d and acetophenone (4) were isolated, the process representing the transfer of the C-2 unit to a nucleophilic carbon. With alkaline cyanides salts 1 react efficiently affording α,α-diaminonitriles 5. In these compounds the cyano group may be readily substituted by nucleophiles (hydroxyl anion, species with nucleophilic carbon and reagents that act by hydride ion transfer), in a way similar to the salts but with better yields.