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Current Organic Synthesis

Author(s): Santosh Raut*, Bharat Dhotre , Atul Tidke and Mohammad Arif Pathan

DOI: 10.2174/1570179417666200406142118

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An Operationally Simple and Efficient Synthesis of 7-Benzylidene-substitutedphenyl- 3,3a,4,5,6,7-hexahydro-2H-indazole by Grinding Method

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Abstract

Background: An eco-friendly, operationally simple and efficient reaction is shown between various 2,6-bis-(substituted-benzylidene)-cyclohexanones and differently substituted hydrazine in the presence of acetic acid.

Methods: The reaction between various 2,6-bis-(substituted-benzylidene)-cyclohexanones and differently substituted hydrazine in the presence of acetic acid afforded 7-Benzylidene-substituted-phenyl-3,3a,4,5,6,7- hexahydro-2H-indazole in 74 to 92 % yield in short reaction time using the grindstone technique.

Results and Discussion: The notable advantages of this method include mild synthetic conditions, weak acid catalysis, and non-hazardous solvent which make this method environmentally safer.

Conclusion: In conclusion, we have developed an efficient, simple and eco-friendly method for the synthesis of 7-Benzylidene-substituted-phenyl-3,3a,4,5,6,7-hexahydro-2H-indazole by grinding technique. The notable benefits of this method are waste minimization, no organic solvent required, simple procedure, easy work-up, and clean reaction profile.

Keywords: Acetic acid, hydrazine, grindstone chemistry, 2H-indazoles, 2, 6-Bis-(substituted-benzylidene)-cyclohexanone, eco-friendly.

Graphical Abstract

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