Functiaonalization of 2-(1-Cyclohexen-1-yl)aniline Derivatives
- Authors: Khusnitdinov R.N.1, Sultanov R.M.2, Gataullin R.R.1
-
Affiliations:
- Ufa Institute of Chemistry
- Ufa State Petroleum Technical University
- Issue: Vol 89, No 4 (2019)
- Pages: 653-662
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/222844
- DOI: https://doi.org/10.1134/S1070363219040030
- ID: 222844
Cite item
Abstract
The reaction of 2-(1-cyclohexen-1-yl)aniline and -6-methylaniline with phthalic anhydride has afforded 2-(2-cyclohex-1-en-1-ylphenyl)- and 2-(2-cyclohex-1-en-1-ylphenyl)-6-methylphenyl)-1H-isoindole-1,3(2H)-diones. The reaction of the obtained isoindole-1,3-diones with bromine in dichloromethane in the presence of sodium bicarbonate has led to the formation of the product of pseudo-allylic halogenation. Replacement of the halogen atom by methoxy group has been performed by keeping 2-[2-(6-bromocyclohex-1-en-1-ylphenyl)-6-methylphenyl)]-1H-isoindole-1,3(2H)-dione in a methanolic solution in the presence of NaHCO3. The reaction of 2-(2-cyclohex-1-en-1-yl-6-methylphenyl)-1H-isoindole-1,3(2H)-dione with molecular bromine in the presence of methanol has given a co-halogenation product, whereas the dibromination product has been obtained in the presence of octyl alcohol.
Keywords
About the authors
R. N. Khusnitdinov
Ufa Institute of Chemistry
Email: gataullin@anrb.ru
Russian Federation, pr. Oktyabrya 71, Ufa, 450054
R. M. Sultanov
Ufa State Petroleum Technical University
Email: gataullin@anrb.ru
Russian Federation, Ufa
R. R. Gataullin
Ufa Institute of Chemistry
Author for correspondence.
Email: gataullin@anrb.ru
Russian Federation, pr. Oktyabrya 71, Ufa, 450054