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Simple methodology for the aerobic N-methylation of substituted anilines catalyzed by zirconium oxychloride octahydrate, ZrOCl2·8H 2O
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Simple methodology for the aerobic N-methylation of substituted anilines catalyzed by zirconium oxychloride octahydrate, ZrOCl2·8H 2O

Tayebee, R

Simple methodology for the aerobic N-methylation of substituted anilines catalyzed by zirconium oxychloride octahydrate, ZrOCl2·8H 2O

Tayebee, R ; Sharif University of Technology | 2013

590 Viewed
  1. Type of Document: Article
  2. DOI: 10.1021/ie4018786
  3. Publisher: 2013
  4. Abstract:
  5. A highly chemoselective methodology is described for the N-methylation of functionalized anilines with dimethyl carbonate (MeOCO2Me, DMC) in the presence of ZrOCl2·8H2O. Dimethyl carbonate, which usually promotes methylation at T > 120 C and eventually under inert atmosphere, was activated in the presence of zirconium oxychloride for the desired transformation at 90 C under aerobic conditions. Aminophenols showed good reactivity in this transformation and produced the corresponding N-methylanilines, as the major products, with high selectivity. Catalyst reusability study confirmed that ZrOCl2·8H2O is a recyclable catalyst and its catalytic activity was remained unchanged at least after eight runs. Effect of some reaction parameters such as catalyst concentration, aniline/DMC mole ratio, reaction time, and temperature were also investigated
  6. Keywords:
  7. Aerobic condition ; Catalyst concentration ; Catalyst reusability ; Dimethyl carbonate ; Reaction parameters ; Recyclable catalyst ; Substituted anilines ; Zirconium oxychloride ; Aniline ; Catalysts ; Methylation ; Reusability ; Zirconium ; Alkylation
  8. Source: Industrial and Engineering Chemistry Research ; Volume 52, Issue 32 , 2013 , Pages 11001-11006 ; 08885885 (ISSN)
  9. URL: http://pubs.acs.org/doi/abs/10.1021/ie4018786