N-phenyl-2,2,6,6-tetrahalocyclohexaneimine

Details N-phenyl-2,2,6,6-tetrahalocyclohexaneimine N-phenyl-2,2,6,6-tetrahalocyclohexaneimine

1988-08-03

1990-03-13

Hines, Robert V.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

568376, C07C11914

Patent

active

049084798

ABSTRACT:
A process for preparing a 2,2,6,6-tetrahalocyclohexanimine derivative (I) which comprises reacting a 2,2,6,6-tetrahalocyclohexanone with a primary amine or ammonia in the presence of a Lewis acid, a process for preparing a 2,6-dihaloaniline derivative (II) which comprises subjecting the 2,2,6,6-tetrahalocyclohexaneimine derivative (I) to dehydrohalogenation in the presence or absence of a catalyst, and an N-phenyl-2,2,6,6-tetrahalocyclohexaneimine. According to the process of the present invention, the 2,2,6,6-tetrahalocyclohexaneimine derivative (I) can be prepared from inexpensive starting materials in high yield through a few steps. Also, the 2,6-dihaloaniline derivative (II) can be prepared from inexpensive starting materials in high yield and high purity through a few steps. Further, the N-phenyl-2,2,6,6-tetrahalocyclohexaneimine is very useful in the preparation of N-phenyl-2,6-dihaloaniline.

REFERENCES:
patent: 2674572 (1952-04-01), Gundel et al.
patent: 2972563 (1961-02-01), Richter
patent: 3094560 (1963-06-01), Luvisi et al.
patent: 3558690 (1971-01-01), Sallman et al.
patent: 3804877 (1974-04-01), Sallman et al.
patent: 3895063 (1975-07-01), Sallman et al.

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