1193304-68-5Relevant articles and documents
Synthesis of 4H-imidazole-5-carbaldoxime 3-oxides and 4H-imidazole-5- carbonitrile 3-oxides
Kirilyuk,Morozov,Tabatchikova,Medvedev,Lebedev,Romanenko,Rybalova,Grigor'Ev
, p. 1516 - 1533 (2008)
The condensation of 3-hydroxyamino-3-methylbutan-2-one or 3-ethyl-3-hydroxyamino-pentan-2-one with aldehydes and ammonia afforded a series of new 1-hydroxy-4-methyl-2,5-dihydroimidazoles, whose oxidation gave rise to the corresponding 5-methyl-4H-imidazole 3-oxides. The latter, like 1-hydroxy-4-methyl-2,5-dihydroimidazoles, react with PriONO in the presence of bases to form 4H-imidazole-5-carbaldoxime 3-oxides, which are transformed into 4H-imidazole-5-carbonitrile 3-oxides in the reaction with TsCl in the presence of Et3N. The by-products produced in different steps of the synthesis were isolated and characterized.