CSIRO Publishing

An international journal for chemical science

Shopping Cart: ( empty )

RESEARCH ARTICLE

Previous Next Contents Vol 63(9)

A Regioselective One-Pot, Three Component Synthesis of 6-Aryl-4-cyano-3(2H)-pyridazinones in Water

Mehdi Rimaz ^A , Jabbar Khalafy ^A ^B and Peyman Najafi Moghadam ^A

+ Author Affiliations

- Author Affiliations

^A Chemistry Department, Urmia University, PO Box 57154, Urmia, Iran.

^B Corresponding author. Email: j.khalafi@mail.urmia.ac.ir

Australian Journal of Chemistry 63(9) 1396-1401 https://doi.org/10.1071/CH09602
Submitted: 23 November 2009 Accepted: 17 May 2010 Published: 9 September 2010

Abstract

A series of 4-cyano-3(2H)-pyridazinones bearing different aryl substituents in the 6-position of the pyridazinone ring was synthesized regioselectively using a novel efficient one-pot three component reaction of alkyl 2-cyanoacetates with arylglyoxals in the presence of hydrazine hydrate at room temperature in water.

Acknowledgements

Financial support from the University of Urmia is gratefully acknowledged. We also thank Mr. M. Qavidel for taking NMR and FT-IR spectra.

References

[1] Anastas P., Williamson T., Green Chemistry, Frontiers in Benign Chemical Synthesis and Procedures 1998 (Oxford Science Publications: New York, NY).

[2] As estimated by determination of E-factor: Sheldon R. A., Chem. Ind. 1997, 12.

[3] I. Choong, J. Ellman, Annu. Rep. Med. Chem. 1996, 31, 309.
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |

        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |
        | Crossref | GoogleScholarGoogle Scholar |