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Synthesis and Characterization of Hydrazones, Pyrazoles and Pyrazolones from 8-Amino-6-Chloro Coumarine


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1 Chemistry Research Laboratory, Patkar-Varde College, Goregaon (W), Mumbai 62, India
     

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8-Amino-6-chlorocoumarine has been synthesized by multistep synthesis which involves the successive chlorination and nitration of salicylaldehyde. The coumarin was synthesized by using Perkin reaction. The resulting nitrocompound can be reduced to 8-amino-6-chlorocoumarine. This was then diazotized and then coupled with different β-diketones and β-ketoesters gives corresponding hydrazones. The hydrazones were cyclized by reacting with hydrazines to get pyrazole and pyrazolone derivatives.

Keywords

Coumarin, Hydrazones, Pyrazoles, Pyrazolones, Hydrazines, β-Biketones.
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  • Synthesis and Characterization of Hydrazones, Pyrazoles and Pyrazolones from 8-Amino-6-Chloro Coumarine

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Authors

Ashok G. Gadre
Chemistry Research Laboratory, Patkar-Varde College, Goregaon (W), Mumbai 62, India
V. V. Nawathye
Chemistry Research Laboratory, Patkar-Varde College, Goregaon (W), Mumbai 62, India
D. B. Dalavi
Chemistry Research Laboratory, Patkar-Varde College, Goregaon (W), Mumbai 62, India
D. J. Upadhyaya
Chemistry Research Laboratory, Patkar-Varde College, Goregaon (W), Mumbai 62, India
B. R. Thorat
Chemistry Research Laboratory, Patkar-Varde College, Goregaon (W), Mumbai 62, India
R. S. Yamgar
Chemistry Research Laboratory, Patkar-Varde College, Goregaon (W), Mumbai 62, India

Abstract


8-Amino-6-chlorocoumarine has been synthesized by multistep synthesis which involves the successive chlorination and nitration of salicylaldehyde. The coumarin was synthesized by using Perkin reaction. The resulting nitrocompound can be reduced to 8-amino-6-chlorocoumarine. This was then diazotized and then coupled with different β-diketones and β-ketoesters gives corresponding hydrazones. The hydrazones were cyclized by reacting with hydrazines to get pyrazole and pyrazolone derivatives.

Keywords


Coumarin, Hydrazones, Pyrazoles, Pyrazolones, Hydrazines, β-Biketones.