Azole- and ?2-azolinecarbaldehyde oximes and their derivatives

Abstract

The production of 1-methyl-substituted pyrazole-, imidazole-, δ2-pyrazoline-, and δ2-imidazolinecarbaldehyde oximes is described. The alkylation of 1-methylimidazole-and 1-methyl-δ2-pyrazolinecarbaldehyde oximes with methyl iodide and α,Ω-dihalo-genoalkanes forms quaternary and bisquaternary ammonium derivatives, respectively. The quaternary derivatives of 1-methylpyrazolecarbaldehyde oximes are obtained by the oximation of the corresponding quaternary derivatives of the aldehydes; the direct methylation of these oximes either does not take place or leads to the formation of nitrones.