Nitrosative oxidation of arylhydrazines by alkyl nitrites and copper(II) halides

✍ Scribed by Michael P. Doyle; Bernard Siegfried; William F. Fobare

• Publisher: Elsevier Science
• Year: 1977
• Tongue: French
• Weight: 277 KB
• Volume: 18
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)83038-0

✦ Synopsis

Nitrosation reactions of monosubstituted hydrazines generally are of little synthetic value except in the synthesis of aryl and acyl azides.

3 Monosubstituted hydrazines possess two unlike basic sites; the site of nitrosation on these dibasic substrates is dependent on the nature of the substituent and on the acidity of the reaction medium. 4 Azide formation generally results from nitrosation at the terminal nitrogen; however, nitrogen rearrangement in the formation of these stable products is suggested by labeling experiments.