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Solvent‐free diazotization–azidation of aryl amine using a polymer‐supported azide ion
Author(s) -
Karimi Zarchi Mohammad Ali,
Nabaei Rahman
Publication year - 2011
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.35294
Subject(s) - azide , sodium azide , chemistry , reagent , amine gas treating , aryl , solvent , polymer chemistry , toluene , sulfonic acid , polymer , organic chemistry , alkyl
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