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Issue 9, 2012
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An “on-water” exploration of CuO nanoparticle catalysed synthesis of 2-aminobenzothiazoles

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Abstract

An “on-water” one-pot process has been engineered for the preparation of 2-aminobenzothiazole from ortho-halo (–F, –Cl, –Br and –I) substituted unsymmetrical thioureas. For ortho –I and –Br substrates the reactions afford 2-aminobenzothiazoles under metal free condition promoted by base. However, the relatively inert ortho –Cl and –F substrates undergo intramolecular arylthiolation only in the presence of CuO nanoparticles yielding 2-aminobenzothiazoles. This methodology provides easy access to aminobenzothiazoles utilising even the ortho –Cl and –F substrates. The catalyst is recyclable several times without loss of substantial activity. Other remarkable features include the wide range of functional group tolerance, absence of chromatographic purification (for ortho –I and –Br substrates) and providing moderate to excellent yield of the products under mild conditions, thus rendering the methodology as a highly eco-friendly alternative to the existing methods.

Graphical abstract: An “on-water” exploration of CuO nanoparticle catalysed synthesis of 2-aminobenzothiazoles

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Publication details

The article was received on 17 Apr 2012, accepted on 08 Jun 2012 and first published on 13 Jun 2012


Article type: Paper
DOI: 10.1039/C2GC35575B
Citation: Green Chem., 2012,14, 2491-2498
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    An “on-water” exploration of CuO nanoparticle catalysed synthesis of 2-aminobenzothiazoles

    S. K. Rout, S. Guin, J. Nath and B. K. Patel, Green Chem., 2012, 14, 2491
    DOI: 10.1039/C2GC35575B

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