A series of aryldiazonium tetrafluorborates dissolved in nitriles have been converted into the corresponding anilides in almost quantitative yield in 1 min by microwave irradiation. When bromoacetonitrile was used, 2,4-bis(bromophenyl)-quinazoline was formed. The reaction of malononitrile with the diazonium salt, in DMF as a solvent, afforded 2-(dimethylaminomethylene) malononitrile and phenylhydrazone propanedinitrile.
Cyanoacetic acid is formed by cathodic reduction of CO(2) and anodic oxidation of the tetraalkylammonium salt anion; the process is conduced in acetonitrile using a divided cell with a medium porosity glass-frit diaphragm. A mechanism for this paired electrochemical reaction is proposed.
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