Interaction of 2,6- and 2,5-disubstituted aromatic amines with secondary. cap alpha. -chloroalkenes

Journal Article · Sat Dec 20 04:00:00 EST 1986 · Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)

DOI:https://doi.org/10.1007/BF00956608· OSTI ID:6417573

Abdrakhmanov, I B; Shabaeva, G B; Nigmatullin, N G; Tolstikov, G A

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 ..cap alpha..-chloroalkenes with 2-methyl-6-ethylaniline and 2,5-xylidine. It was established that only the products of the ortho substitution are given from the cyclic ..cap alpha..-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. 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.

• Research Organization: Institute of Chemistry, Ufa, USSR
• OSTI ID: 6417573
• Journal Information: Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), Journal Name: Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States) Vol. 35:6; ISSN BACCA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ALKENES
AMINES
ANILINE
AROMATICS
AROMATIZATION
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
CHROMATOGRAPHY
CLAISEN CONDENSATION
CONFORMATIONAL CHANGES
ELECTRON SPIN RESONANCE
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROCARBONS
HYPERFINE STRUCTURE
INFRARED SPECTRA
ISOMERIZATION
ISOMERS
MAGNETIC RESONANCE
MULTIPLETS
NMR SPECTRA
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
RESONANCE
SEPARATION PROCESSES
SPECTRA
STRUCTURAL CHEMICAL ANALYSIS
SYNTHESIS
YIELDS