36050-08-5Relevant academic research and scientific papers
Labelled compounds of interest as antitumour agents - VI. Isotopically efficient syntheses of [15N]-nitrothiophenecarboxamides
Shinkwin, Anne E.,Threadgill, Michael D.
, p. 1015 - 1020 (1996)
Reaction of 3-cyanothiophene with one equivalent of potassium nitrate in concentrated sulphuric acid causes nitration, concurrent with hydrolysis of the nitrile, to give 5-nitro-thiophene-3-carboxamide in high yield. Similarly, 2-cyanothiophene gives 4-nitro-thiophene-2-carboxamide and 5-nitrothiophene-2-carboxamide, benzonitrile gives 3-nitrobenzamide and 4-methylbenzonitrile gives 4-methyl-3-nitrobenzamide. Extension of this process to use of potassium [15N]-nitrate, formed from [15N]-nitric acid (95% isotopic enrichment), enables preparation of the corresponding [15N]-nitrothiophenecarboxamides in high isotopic yield.
