Studies with enaminonitriles: Synthesis and chemical reactivity of 2‐phenyl‐3‐piperidin‐1‐yl acrylonitrile under microwave heating | Zendy

Salaheldin Abdellatif M. | Zendy; Alphy Maryana K. | Zendy

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Studies with enaminonitriles: Synthesis and chemical reactivity of 2‐phenyl‐3‐piperidin‐1‐yl acrylonitrile under microwave heating

Author(s) -

Salaheldin Abdellatif M.,

Alphy Maryana K.

Publication year - 2008

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570450202

Subject(s) - chemistry , yield (engineering) , hydrazine (antidepressant) , acrylonitrile , reagent , quinoline , methylene , organic chemistry , hydrate , piperidine , cyanide , reactivity (psychology) , amine gas treating , medicinal chemistry , medicine , materials science , chromatography , copolymer , pathology , metallurgy , polymer , alternative medicine

Benzyl cyanide reacts with triethylorthoformate and piperidine in DMF solution to yield the title compound 2 . This reacted with aromatic amines to yield either aminoacrylonitriles or quinoline depending on reaction conditions and substitution pattern on the aromatic amine. The reaction of compound 2 with hydrazine hydrate could only be effected in the microwave oven and resulted in the formation of aminopyrazole 7 . Diazotization of 7 and coupling with an active methylene reagent afforded pyrazolo[5,1‐ c ]‐[1,2,4]triazine derivatives.

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