Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 23
332
Views
3
CrossRef citations to date
0
Altmetric
Original Articles

Triacylperhydro-1,3,5-triazines over Phenylsulfonic Acid Functionalized Mesoporous Silica

, , , &
Pages 3455-3461 | Received 12 Dec 2007, Published online: 04 Aug 2011
 

Abstract

An operationally simple, efficient, and environmentally benign synthesis of 1,3,5-triacylperhydro-1,3,5-triazines in good yields by reaction of different organic nitriles and trioxane in the presence of phenylsulfonic acid functionalized mesoporous silica under mild conditions was examined. The yields of the corresponding 1,3,5-trisubstituted perhydro-s-triazines synthesized from acetonitrile, propionitrile, butyronitrile, benzonitrile, and 1.3.5-trioxane were 95.7%, 96.1%, 84.2%, and 98.1%, respectively. The products were characterized by 1H NMR, infrared, mass spectrometry, and elemental analysis. The mechanism of the formation of 1,3,5-triacylperhydro-1,3,5-triazines in acidic conditions was also described using a model reaction of butyronitrile with trioxane.

ACKNOWLEDGMENT

Financial support from the Major State Basic Research Foundation Department of Equipment, China, is grateful acknowledged.

Notes

a Isolated yields from solution.

b The reaction is performed in the presence of a slight trace of water; the product is methyl bis-amides.

c The yields of the starting materials recovered.

Log in via your institution

Log in to Taylor & Francis Online

PDF download + Online access

  • 48 hours access to article PDF & online version
  • Article PDF can be downloaded
  • Article PDF can be printed
USD 61.00 Add to cart

Issue Purchase

  • 30 days online access to complete issue
  • Article PDFs can be downloaded
  • Article PDFs can be printed
USD 422.00 Add to cart

* Local tax will be added as applicable

Related Research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.