Title:
【発明の名称】N-カルボキシアルキル-3-フルオロ-4-ジアルキルアミノアニリンの製造方法
Document Type and Number:
Japanese Patent JP2001514637
Kind Code:
A
Abstract:
The present invention relates to a process for the preparation of N-carboxyalkyl-3-fluoro-4-dialkylaminoanilines, which comprises reacting, in a first step, an orthonitrochlorobenzene of the formula (1) in which X is Cl or F, with a secondary amine of the formula (2) HNR1R2, in which R1 and R2, independently of one another, are identical or different and are an alkyl radical having from 1 to 10 carbon atoms or, together with the N atom to which they are bonded, form a ring having from 3 to 7 members, in the presence of a base in the presence or absence of a solvent at from -10 to 120 DEG C., reacting, in a second step, the 2-chloro-4-dialkylamino-5-fluoronitrobenzene with hydrogen at from 30 to 150 DEG C. and from 1 to 100 bar in the presence of a base and a noble-metal catalyst and, in a third step, extracting the 3-fluoro-4-dialkylaminoaniline from the reaction mixture using an aqueous solution of an acid as a salt dissolved in water, removing the aqueous phase and reacting the 3-fluoro-4-dialkylaminoaniline salt, dissolved in water, with a chloroformate of the formula (3) ClCO2R3, in which R3 is an alkyl radical having from 1 to 10 carbon atoms or an aralkyl radical having from 7 to 20 carbon atoms, at from 0 to 100 DEG C. in the presence of a basic compound.
Inventors:
Thomas, Shaha
Theodore, Papenhus
Theodore, Papenhus
Application Number:
JP53913498A
Publication Date:
September 11, 2001
Filing Date:
February 26, 1998
Export Citation:
Assignee:
Clariant Gembehr
International Classes:
C07D295/06; C07B61/00; C07C209/10; C07C211/48; C07C269/00; C07C269/04; C07C271/28; C07D295/073; C07D295/12; C07D295/135; (IPC1-7): C07C269/04; C07C271/28; C07D295/06
Attorney, Agent or Firm:
Kazuo Sato (3 others)