N-phenyl-2,2,6,6-tetrahalocyclohexaneimine and processes for pre

Details N-phenyl-2,2,6,6-tetrahalocyclohexaneimine and processes for pre N-phenyl-2,2,6,6-tetrahalocyclohexaneimine and processes for pre

1989-10-27

1991-03-19

Hines, Robert V.

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

Organic compounds

Amino nitrogen containing

C07C 8524

Patent

active

050012649

ABSTRACT:
A process for preparing a 2,2,6,6-tetrahalocyclohexaneimine 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: 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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