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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Solvent-free, Silica Catalyzed Intriguing Conversion of 3- Hydrazonobutan-2-one Oxime into Biacetyl Bis-hydrazone Schiff Bases

Author(s): Ranjana Aggarwal*, Mona Hooda, Prince Kumar and Garima Sumran

Volume 18, Issue 7, 2021

Published on: 18 August, 2020

Page: [532 - 537] Pages: 6

DOI: 10.2174/1570178617999200818210859

Price: $65

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Abstract

An expeditious and operationally simple reaction between 3-hydrazonobutan-2-one oxime and different substituted benzaldehydes in the presence of silica afforded an unexpected product, biacetyl bis-hydrazone Schiff bases in good yield on grinding in a mortar at room temperature, instead of expected product 3-(aryl)methylenehydrazonobutan-2-one oxime. Mild reaction conditions involving recyclable mineral support silica, environmentally benign and good yield in short reaction time are remarkable advantages of this protocol. Products were characterized by IR, NMR (1H and 13C) and elemental analyses.

Keywords: 3-Hydrazonobutan-2-one oxime, biacetyl bis-hydrazone Schiff bases, 3-(aryl)methylenehydrazonobutan-2-one oxime, azine, solvent-free synthesis, silica gel.

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