US 2003/0125392 A1 · Method for producing acetoacetylated aromatic amines

Abstract

The invention relates to a method for producing compounds of general formula (I), wherein R1 and R2, each time they occur and independently of each other, mean hydroxy, C1-6-alkyl, C1-6-alkoxy, halogen, phenyl or phenoxy; R3 means hydrogen or C1-6-alkyl; m is a whole number from 0 to 4; and n is a whole number from 0 to 5. According to said method, diketene is reacted with a N-phenyl-p-phenylenediamine of general formula (II), wherein R1, R2, R3, m and n have the meanings given above, in the presence of 3-40% acetic acid and at temperatures of 20 to 100° C., preferably 60 to 70° C. The invention also relates to the compounds (I) with R3=C1,6-alkyl and the enamines that can be obtained from these by reaction with ammonia, and their hydration products.

Claims7

Dependent claims

Process for the preparation of compounds of the general formula

5
in which
R1 and R2 are at each occurrence independently hydroxyl, C1-6-alkyl, C1-6-alkoxy, halogen, phenyl or phenoxy;
R2 is hydroxyl, C1-6-alkyl, C1-6-alkoxy, halogen, phenyl or phenoxy;
R3 is hydrogen or C1-6-alkyl,
m is an integer from 0 to 4, and
n is an integer from 0 to 5
characterized in that diketene is reacted with an N-phenyl-p-phenylenediamine of the general formula
6
in which R1, R2, R3, m and n have the meaning indicated above, in the presence of 3-40% strength acetic acid at temperatures from 20 to 100° C., preferably at 60 to 70° C.

7 more elements

Dependencies are inferred from the claim text.

Facts

Application

10/182,916Filed 21 Oct 2002

Priority

EP 00102418.14 Feb 2000

Published

3 Jul 2003

Term ends

Not estimatedThe source records don’t support an estimate.

Classification5 codes

C07C 237/16
Having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton: the carbon skeleton being acyclic and…
C07C 231/04
Preparation of carboxylic acid amides: from ketenes by reaction with ammonia or amines
C07C 231/12
Preparation of carboxylic acid amides: by reactions not involving the formation of carboxamide groups
C07C 237/10
The carbon skeleton being acyclic and saturated: having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon…

Method for producing acetoacetylated aromatic amines

Life of this patent

Method for producing acetoacetylated aromatic amines

Life of this patent

Abstract

Claims7