Patent · US Active

Process for preparing asymmetrical imidazolium salts

US9688641B2 · kind B2 · utility

1Cited by
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13Claims
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Key dates

Filing dateDec 11, 2013
Grant dateJun 27, 2017
Priority date
Expiry dateJan 7, 2034

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D233/60
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

The invention relates to a process for preparing an asymmetrical imidazolium salt of formula (1A), in which R1 is an aromatic group, R2 is chosen from a cyclic secondary aliphatic alkyl group and a heteroalkyl group, R3 and R4 are chosen, independently of one another, from the group consisting of hydrogen, a halide and an alkyl group, and A″ is an anion. The process comprises a first substep of forming a reaction mixture by bringing one equivalent of an aniline into contact with one equivalent of a compound bearing an amine group, in the presence of at least four point five equivalents of a Brønsted acid. The process also comprises a second substep of forming a solution comprising one equivalent of a dicarbonyl, one equivalent of formaldehyde, and at least four point five equivalents of the Brønsted acid, and adding thereto the reaction mixture formed in the first substep. The mixture is left to stir for a predetermined time at a predetermined temperature. The intermediate asymmetrical imidazolium salt 1A is then isolated.

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