Substituted 2-chloro-3,4,5-trifluorobenzenes and a process for their preparation

US5565612A · kind A · utility

Assignee

• Hoechst GmbH · DE

Inventors

• Ralf Pfirmann · Griesheim, DE
• Thomas Schach · Gernsheim, DE

Key dates

• Filing date: May 5, 1995
• Grant date: Oct 15, 1996
• Expiry date: May 5, 2015

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C211/52
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention relates to substituted 2-chloro-3,4,5-trifluorobenzenes of the formula ##STR1## in which R is NO.sub.2, NH.sub.2, CN or Cl, and to a process for the preparation of substituted 2-chloro-3,4,5-trifluorobenzenes of the formula given above, in which R is NO.sub.2, NH.sub.2, CN, Cl or Br, which involves reacting 2,3,4-trifluorochlorobenzene with a nitrating agent in the presence or absence of a water-insoluble solvent at from -10.degree. C. to 50.degree. C., reducing 2-chloro-3,4,5-trifluoronitrobenzene or a mixture which contains 2-chloro-3,4,5-trifluoronitrobenzene and 5-chloro-2,3,4-trifluoronitrobenzene, in the presence of an organic solvent, isolating 2-chloro-3,4,5-trifluoroaniline or a mixture which contains 2-chloro-3,4,5-trifluoroaniline and 5-chloro-2,3,4-trifluoroaniline, diazotizing this product, if desired, and exchanging the diazotized group for a chloride atom, bromide atom or cyanide radical.