Interaction of 2,6- and 2,5-disubstituted aromatic amines with secondary α-chloroalkenes

Autor: Abdrakhmanov, I. B., Shabaeva, G. B., Nigmatullin, N. G., Tolstikov, G. A.
Zdroj: Russian Chemical Bulletin; June 1986, Vol. 35 Issue: 6 p1245-1251, 7p
Abstrakt: 1.New aromatic amines with allyl-type substituents in the para position of the benzene ring were obtained as a result of the Claisen rearrangement in the reaction of secondary a-chloroalkenes with 2-methyl-6-ethylaniline and 2,5-xylidine.2.It was established that only the products of the ortho substitution are given from the cyclic a-chloroalkenes and 2,5-xylidine, whereby their formation was caused by the rearrangement of the corresponding N-alkenylamines which were obtained in the first stage.3.The para isomer of the 2,5-xylidine — 2,5-dimethyl-4-(2-chloro-1-methyl-2-butenyl)aniline — is formed in sequence as a result of the ortho-para migration of the allyl substituent.
Databáze: Supplemental Index