Solvent-free diazotization–azidation of aryl amine using a polymer-supported azide ion

✍ Scribed by Mohammad Ali Karimi Zarchi; Rahman Nabaei

• Publisher: John Wiley and Sons
• Year: 2011
• Tongue: English
• Weight: 888 KB
• Volume: 124
• Category: Article
• ISSN: 0021-8995
• DOI: 10.1002/app.35294

✦ Synopsis

Abstract

Crosslinked poly (4‐vinylpyridine)‐supported azide ion was used as an effective azidating agent for deazodination of stable arenediazonium salts under solvent‐free conditions in high yields. The diazotization of aromatic amines was prepared by grinding the combination of an aromatic amine, sodium nitrite (NaNO~2~), p‐toluene sulfonic acid (p‐TsOH), and 0.2 mL H~2~O in a mortar. Grinding was continued for deazodination–azidation of the obtained relatively stable diazonium salts, with addition of crosslinked poly (4‐vinylpyridine) supported azide ion to obtain the corresponding aryl azides. The spent polymeric reagents can usually be removed and regenerated. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2012