133216-62-3Relevant academic research and scientific papers
Preparation, X-ray Crystal Structure and 13C- and 1H-NMR Study of 1-Methyl-2-(N-methyl-N-phenylglycyl)-3-(N-methylanilino)indole
Farfan, Norberto,Hernandez, J. Manuel,Joseph-Nathan, Pedro,Contreras, Rosalinda
, p. 1745 - 1749 (2007/10/02)
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.
