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Preparation of [11C]diethyl oxalate and [11C]oxalic acid and demonstration of their use in the synthesis of [11C]-2,3-dihydroxyquinoxaline

✍ Scribed by Jan-Olov Thorell; Sharon Stone-Elander; Nils Elander

Publisher
John Wiley and Sons
Year
1993
Tongue
French
Weight
469 KB
Volume
33
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

A method for the production of two new carbon‐11 labelled difunctional radiolabelling precursors, [^11^C]diethyl oxalate, 2, and [^11^C]oxalic acid, 3, is described. Methyl chloroformate was reacted with no‐carrier‐added [^11^C]cyanide to generate the intermediate nitrile, methyl [^11^C]cyanoformate. Alcoholysis with HCl in ethanol generated 2, with could subsequently be converted to 3, with aqueous acid. The total time of preparation from end‐of‐trapping of [^11^C]cyanide was 6‐7 min using combined microwave and thermal treatment or, by exclusively thermal treatment, 15 and 20 min for 2 and 3, respectively. The radiochemical conversion of [^11^C]cyanide to 2 and 3 was ∼80% and ∼70%, respectively. Both 2 and 3 were used in a model reaction with 1,2‐phenylenediamine to synthesize the heterocyclic compound, 2,3‐dihydroxyquinoxaline, a basic structural unit in antagonists for the excitatory amino acid receptor system.

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