Issue 3, 2011
From the journal:

RSC Advances

The oxidative cleavage of an anti-Hugerschoff product: a mild environmentally benign one pot synthesis of ureas from isothiocyanates†

Latonglila Jamir,ab   Nilufa Khatunb  and  Bhisma K. Patel*b  

* Corresponding authors

a Department of Chemistry, Nagaland University, Lumami, India

b Department of Chemistry, Indian Institute of Technology Guwahati, 781 039, Assam, India
E-mail: patel@iitg.ernet.in
Fax: +91-3612690762

Abstract

In a simple, one-pot procedure, H2O2 has been utilised for the synthesis of unsymmetrical ureas from thioureas obtained by the reaction of aryl isothiocyanates with aliphatic secondary amines. The reaction proceeds via the formation of a thioamido guanidino moiety (the anti-Hugerschoff product) which then undergoes further oxidative desulfurization in the presence of excess H2O2 to afford the desired product. The scope of this phosgene free urea synthesis has been extended to various substrates.

Graphical abstract: The oxidative cleavage of an anti-Hugerschoff product: a mild environmentally benign one pot synthesis of ureas from isothiocyanates

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Article information

DOI
https://doi.org/10.1039/C1RA00278C
Article type
Paper
Submitted
06 Jun 2011
Accepted
08 Jun 2011
First published
10 Aug 2011

RSC Adv., 2011,1, 447-451

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The oxidative cleavage of an anti-Hugerschoff product: a mild environmentally benign one pot synthesis of ureas from isothiocyanates

L. Jamir, N. Khatun and B. K. Patel, RSC Adv., 2011, 1, 447 DOI: 10.1039/C1RA00278C

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