Facile rearrangement of 2‐amino‐3‐carbethoxy‐4‐ethylfuro[3,2‐ b ]pyridinium cation to 2‐oxo‐3‐cyano‐4‐ethyl‐4 H ‐furo[3,2‐ b ]pyridine | Zendy

Desideri N. | Zendy; Manna F. | Zendy; Stein M. L. | Zendy

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Facile rearrangement of 2‐amino‐3‐carbethoxy‐4‐ethylfuro[3,2‐ b ]pyridinium cation to 2‐oxo‐3‐cyano‐4‐ethyl‐4 H ‐furo[3,2‐ b ]pyridine

Author(s) -

Desideri N.,

Manna F.,

Stein M. L.

Publication year - 1988

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.5570250156

Subject(s) - chemistry , ethyl iodide , pyridinium , pyridine , sodium hydride , medicinal chemistry , iodide , dimethylformamide , alkylation , methyl iodide , sodium iodide , pyridinium compounds , organic chemistry , solvent , catalysis

The rearrangement of 2‐amino‐3‐carbethoxy‐4‐ethylfuro[3,2‐ b ]pyridinium iodide in basic solution was studied. The reaction product is 2‐oxo‐3‐cyano‐4‐ethyl‐4 H ‐furo[3,2‐ b ]pyridine which was obtained also by alkylation with ethyl iodide and sodium hydride in dimethylformamide of 2‐oxo‐3‐cyano‐3 H ‐furo[3,2‐ b ]‐pyridine or of p ‐nitrophenyl‐3‐acetoxypyridine‐2‐cyanacetate.

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