Patent · US Expired

Selective halogenation of 2-fluoroaniline

US4443631A · kind A · utility

6Cited by
0References
4Claims
0Family size

Assignee

Inventor

Key dates

Filing dateJan 18, 1982
Grant dateApr 17, 1984
Priority date
Expiry dateJan 18, 2002

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C209/74
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Novel processes for making arylpropionic acids are described. One process comprises carboxylating particular Grignard compounds which are the products of a catalyzed reaction between corresponding arylmagnesium bromides and ethylene. Furthermore, the reaction making the particular Grignard compounds is itself novel. Also, an improved method is disclosed for making coupled aryl compounds useful as intermediates for making compounds having a pharmaceutical use. For example, particular biaryls may be used to make some of the Grignard compounds herein from which the arylpropionic acids are made. Finally, an improved bromination is disclosed giving high yields of 4-bromo-2-fluoroaniline, which is thereafter coupled with benzene, then used to make the arylmagnesium bromide reacted with ethylene to obtain the particular Grignard compound and subsequent desired arylpropionic acid, i.e. 2-(2-fluoro-4-biphenylyl)propionic acid.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.