4.4 Article

A greener synthetic protocol for the preparation of carbodiimide

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 7, Pages 1019-1021

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.12.017

Keywords

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Funding

  1. DST, New Delhi [SR/S1/OC-15/2006]
  2. CSIR [01(2270)/08/EMR-II]

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A new and facile preparation of symmetrical and unsymmetrical 1,3-diaryl and aryl-alkyl carbodiimides via a dehydrosulfurisation of their corresponding thioureas is described. Herein, the classical method of oxidative desulfurisation of thiourea to carbodiimide involving toxic heavy metal oxides (HgO) has been replaced with an easily available, cost-effective and environmentally benign reagent, iodine. Simple reaction conditions, easy purification of the products and high yields are important attributes of the present methodology and perhaps the best alternative from a green chemistry perspective. The only limitation to this method however, is in the preparation of 1,3-dialkyl Substituted carbodiimide. (C) 2009 Elsevier Ltd. All rights reserved.

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