58696-04-1

Upstream product

• 781-43-1 9,10-dimethylanthracene 
• 15500-74-0 4-chlorobenzonitrile N-oxide 
• 74903-80-3 (Z)-N-hydroxy-4-chloro-benzenecarboximidoyl chloride 
• 1613-88-3 4-chloro-N-hydroxybenzamide 
• 28123-63-9 4-chlorobenzohydroximoyl chloride 

Downstream Products

• 781-43-1 9,10-dimethylanthracene 
• 104-12-1 p-chlorphenylisocyanate 
• 1967-26-6 N-(4-chlorophenyl)-N'-phenylurea 

Relevant academic research and scientific papers

The mild oxidation of nitrile oxides affords a convenient entry to nitrosocarbonyl intermediates, versatile tools in organic syntheses

Nitrile oxides are oxidized by tertiary amine N-oxides in different solvents at room temperature to afford in the presence of dienes nitrosocarbonyl adducts in fair yields. The mild conditions used in oxidizing a variety of nitrile oxides promise a wide application of this method in synthetic processes.

Cycloadditions of nitrile oxides to amidoximes. A general synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides

The cycloaddition of nitrile oxides to amidoximes is a general method for the synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides with the same or different substituents. The yields are only moderate since an equivalent amount of the nitrile oxide is consumed by reaction with the amine released in the fragmentation of the primary cycloadducts and reforms the amidoxime. With excess nitrile oxides the 1,2,4-oxadiazole-4-oxides undergo a disproportionation reaction to yield nitroso carbonyl intermediates and 1,2,4-oxadiazoles.

A mild oxidation of nitrile oxides: A new synthetic route to nitroso carbonyl intermediates

Addition of N-methyl morpholine N-oxide (NMO) to a nitrile oxide solution in dichloromethane at room temperature in the presence of a diene affords nitroso carbonyl adducts in fair yields.