Synthesis of 2‐aza analog of rosoxacin | Zendy

Singh Baldev | Zendy

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Synthesis of 2‐aza analog of rosoxacin

Author(s) -

Singh Baldev

Publication year - 1991

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.5570280408

Subject(s) - chemistry , hydrobromic acid , benzonitrile , aniline , derivative (finance) , medicinal chemistry , cyanide , amine gas treating , organic chemistry , financial economics , economics

Diazotization of 2‐nitro‐4‐(4‐pyridinyl)aniline ( 4 ) in hydrobromic acid gave the corresponding bromo derivative 5 which was treated with cuprous cyanide to give the benzonitrile derivative 6 which in turn was converted to 2‐nitroacetophenone derivative 9 . Reduction of 9 followed by diazotization of the resulting amine 10 gave 7‐(4‐pyridinyl)cinnolin‐4(1 H )‐one ( 11 ) which was subsequently converted to 1 ‐ethyl‐1,4‐dihydro‐4‐oxo‐7‐(4‐pyridinyl)cinnoline‐3‐carboxylic acid ( 14 ) in three steps.

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