Process for preparing carbamoyl pyridinium compounds

Details Process for preparing carbamoyl pyridinium compounds Process for preparing carbamoyl pyridinium compounds

1995-06-02

1996-09-24

Marquis, Melvyn I.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546314, C07D21381

Patent

active

055592392

ABSTRACT:
A process for synthesizing carbamoyl pyridinium compounds is described, in which the pyridine ring carries a sulfoalkyl group. The process comprises reacting a pyridine sulfonic acid with a carbamoyl chloride in the presence of a tert.-amine compound in a ketone solvent. The reactants are highly soluble in the ketone solvent, while, on the contrary, the carbamoyl pyridinium compounds and the tert.-ammonium halides formed by the reaction are not soluble in the ketone solvent and can be recovered from the reaction mixture. In a subsequent washing step with a selective solvent, for example in methanol in which carbamoyl pyridinium compounds are not soluble but tert.-ammonium halides are highly soluble, substantially pure carbamoyl pyridinium compounds can be obtained in high yields.

REFERENCES:
patent: 4063952 (1977-12-01), Himmelmann et al.
patent: 4414309 (1983-11-01), Langen et al.
Abstract of Japanese Patent JP 1066162 published Mar. 13, 1989.

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