Water → HCID 67936950, compound

Participants

Reaction Steps

To a solution under nitrogen of 6.5 g (0.044 mole) of 3-anilinopropionitrile in 20 mL of dimethylsulfoxide was added 2.4 g (0.044 mole) of sodium methoxide. After stirring for 5 min, 6.5 g (0.41 mole) of 1-methylindole-3-carboxaldehyde. (E. Wenkert, J. H. Udelhofen and N. K. Bhattacharya, J. Am. Chem. Soc., 1959, 81, 3763) was added to the mixture which was then heated at 135° for 30 min, followed by cooling and dilution with 200 mL of water. The resulting solid was collected, resuspended in 150 mL of water and collected again giving 9.14 g (78%) of the title compound; the structure was confirmed by 1H-NMR.

Provenance & Evidence