4-Nitrophenyl-1-piperidinostyrene (4) reacts with an aromatic diazonium salt to afford the arylhydrazonal 6. The latter condenses with active methylene compounds to yield pyridazine derivatives, and with hydroxylamine hydrochloride to produce oxadiazole and 1,2,3-triazole derivatives. Compound 12 was reacted with chloroacetonitrile to afford 4-aminopyrazoles 15.
3-Oxo-2-arylhydrazononitriles 6 are readily converted into 4-aminopyrazoles 1 via reaction with α-haloketones, chloroacetonitrile and ethyl chloroacetate. The aminopyrazoles are readily converted into aminopyrazolo[4,3-b]pyridines upon treatment with malononitrile. Compounds are readily diazotized to yield unstable diazonium salts that readily cyclized into pyrazolo[4,3-c]pyridazines.
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Ring closure reactions O 0130 Studies with Enamines: Synthesis and Reativity of 4-Nitrophenyl-1-piperidinostyrene. Synthesis of Pyridazine, Oxadiazole, 1,2,3-Triazole and 4-Aminopyrazole Derivatives. -(ABDALLAH, T. A.; SALAHELDIN, A. M.; RADWAN, N. F.; Z.
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