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Reactions of 2‐Methylchromones with Cyanoacetamides and Ethyl Cyanoacetate. Synthesis of 6‐(2‐Hydroxyaryl)‐4‐methyl‐2‐oxo‐1,2‐dihydropyridine‐3‐carbonitriles and 7‐Hydroxy‐6‐imino‐9‐methyl‐6 H ‐benzo[ c ]chromene‐8‐carbonitriles
Author(s) -
Sosnovskikh Vyacheslav Ya.,
Anufriev Viktor A.,
Safrygin Alexander V.,
Eltsov Oleg S.
Publication year - 2013
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.1601
Subject(s) - chemistry , cyanoacetamide , ethyl cyanoacetate , sodium ethoxide , ethanol , malononitrile , dihydropyridine , organic chemistry , medicinal chemistry , calcium , catalysis
Although 2‐methylchromones react with cyanoacetamide and N ‐methyl cyanoacetamide in the presence of sodium ethoxide in refluxing ethanol to produce 6‐(2‐hydroxyaryl)‐4‐methyl‐2‐oxo‐1,2‐dihydropyridine‐3‐carbonitriles, their reactions with ethyl cyanoacetate under the same conditions took an entirely different course and gave 7‐hydroxy‐6‐imino‐9‐methyl‐6 H ‐benzo[ c ]chromene‐8‐carbonitriles.