title: Straightforward preparation of labeled potassium cyanate by ozonation and application to the synthesis of [13C] or [14C]ureidocarboxylic acids.
abstract: The development of new efficient syntheses of labeled reagents is a great challenge. Avoidance of overcomplicated procedures, availability and cost of starting materials are important considerations in choosing the synthetic route. In this report, we describe a facile and rapid preparation of labeled cyanate by ozonation of cyanide, a basic precursor. The crude cyanate was used without purification for the synthesis of various [(13)C] or [(14)C]ureidocarboxylic acids (20-68% yield from potassium cyanide). According to these results, cyanide ozonation may prove to be a promising alternative to traditional preparations of labeled cyanate.
authors.affiliation: CEA - iBiTecS, Service de Chimie Bioorganique et de Marquage, Gif sur Yvette, France.
authors.forename: Olivier
authors.initials: O
authors.lastname: Loreau
authors.forename: Philippe
authors.initials: P
authors.lastname: Marlière
mesh_terms: D002250:Carbon Radioisotopes / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry; D060326:Chemistry Techniques, Synthetic / Q000379:methods; D003485:Cyanates / Q000138:chemical synthesis*; D007553:Isotope Labeling / Q000379:methods*; D010084:Oxidation-Reduction; D010126:Ozone / Q000737:chemistry*; D014508:Urea / Q000031:analogs & derivatives / Q000737:chemistry
chemical_list: D002250:Carbon Radioisotopes; D002264:Carboxylic Acids; D003485:Cyanates; D010126:Ozone; D014508:Urea; C024835:potassium cyanate
keywords: carbon-13; cyanate; cyanide; ozonation; ureidocarboxylic acid