30065-72-6

Basic information

• Product Name: N,1-DiMethyl-N-phenyl-1H-indol-3-aMine
• Synonyms: N,1-DiMethyl-N-phenyl-1H-indol-3-aMine
• CAS NO: 30065-72-6
• Molecular Formula: C₁₆H₁₆N₂
• Molecular Weight: 236.31164
• Mol File: 30065-72-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 77.5-79.0 °C(Solv: hexane (110-54-3))
• Boiling Point: 401.4±18.0 °C(Predicted)
• Appearance: /
• Density: 1.05±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 4.40±0.50(Predicted)
• CAS DataBase Reference: N,1-DiMethyl-N-phenyl-1H-indol-3-aMine(CAS DataBase Reference)
• NIST Chemistry Reference: N,1-DiMethyl-N-phenyl-1H-indol-3-aMine(30065-72-6)
• EPA Substance Registry System: N,1-DiMethyl-N-phenyl-1H-indol-3-aMine(30065-72-6)

Safety Data

• Hazardous Substances Data: 30065-72-6(Hazardous Substances Data)

Upstream product

• 131543-46-9 Glyoxal 
• 100-61-8 N-methylaniline 
• 1257763-16-8 di-(N-methyl-N-phenylamino)-acetylene 
• 81471-20-7 3-bromo-1-methyl-1H-indole 

Relevant articles and documents

A novel synthetic approach to diaminoacetylenes: Structural characterization and reactivity of aromatic and aliphatic ynediamines

Electron-rich diaminoalkynes with a variable substitution pattern can be conveniently prepared by lithiation of 2,2-dibromo-1,1-ethenediamines; the alkynes are formed by a Fritsch-Buttenberg-Wiechell rearrangement of intermediate LiBr-vinylidene species. The first two X-ray crystal structures of diaminoalkynes are presented, which show almost perpendicular orientations of the NC3 planes.

Preparation, X-ray Crystal Structure and 13C- and 1H-NMR Study of 1-Methyl-2-(N-methyl-N-phenylglycyl)-3-(N-methylanilino)indole

Reaction of N-methylaniline with 40percent glyoxal yields 1-methyl-2-(N-methyl-N-phenylglycyl)-3-(N-methylanilino)indole (1a) as the main product together with 1-methyl-3-(N-methylanilino)indole (1b).The reaction appears to be general for aromatic secondary amines since N-ethylaniline and N-phenylbenzylamine yield the corresponding indoles.The structure of 1a has been verified by single crystal X-ray diffraction.Compound 1a (C25H25N3O) crystallized in the triclinic space group P with cell dimensions a=10.085(3) Angstroem, b=10.371(3) Angstroem, c=11.908(5) Angstroem, α=74.2(3) deg, β=74.7(3) deg and γ=60.7(2) deg with Z=2.The complete 1H and 13C nmr assignment of indoles 1a and 1b was achieved from two-dimensional HETCOR and COSY spectra with the aid of homonuclear and heteronuclear double resonance experiments.