Synthesis of Important New Pyrrolo[3,4‐c]Pyrazoles and Pyrazolyl‐Pyrrolines from Heterocyclic β‐Ketonitriles |
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Authors: | Fathy Abdel‐Kader Amer Metwally Hammouda Abdel‐Aziz Sayed El‐Ahl Bakr Fathy Abdel‐Wahab |
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Institution: | 1. Chemistry Department, Faculty of Science, Mansoura University, Mansoura, Egypt;2. Applied Chemistry Department, National Research Center, Dokki, Giza, Egypt |
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Abstract: | Treatment of heterocyclic β‐ketonitriles 1a,b with hydrazine hydrate and phenylhydrazine afforded the hydrazine derivatives 2a‐d which cyclized in PPA into pyrrolo3,4‐c]pyrazoles 3a‐d. Reaction of 1a,b with cyanoacetohydrazide furnished the cyanoacetyl pyrrolo3,4‐c]pyrazoles 4a,b. The hydrazine 2c reacted with β‐diketone and β‐ketoesters to afford pyrazolyl‐pyrrolines 5‐7. Also the later hydrazine reacted with some D‐aldoses and aceteophenone to give the corresponding hydrazones 10‐12 and hydrazine carboxamide derivatives 15a,b respectively. |
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Keywords: | Pyrrolo[3 4‐c]pyrazole 3‐Pyrrolidinone Hydrazine D‐aldoses Ethyl acetoacetate Acetylacetone Aceteophenone |
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