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Derivatives of 2‐oxo‐3(2 H )‐benzothiazolineacetonitrile and related compounds. II . Synthesis of 2‐oxo‐alkyl esters of 3(2 H )‐benzothiazolineacetimidic acids and related products
Author(s) -
D'Amico John J.,
Bollinger Frederic G.
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.5570250545
Subject(s) - chemistry , acrylonitrile , potassium carbonate , alkyl , medicinal chemistry , chloride , potassium , nitrile , organic chemistry , hydrogen chloride , hydrogen , copolymer , polymer
The reaction of the appropriate 2‐benzothiazolinone or 2‐benzoxazolinone under basic conditions with (1) 2‐chloropropionitrile, (2) acrylonitrile, (3) 4‐chlorobutyronitrile or (4) chloroacetonitrile afforded the nitriles 1–8 . The reaction of various nitriles with alcoholic‐hydrogen chloride solutions at low temperatures afforded the hydrogen chloride salts of the imino‐ester which upon neutralization with potassium carbonate yielded the titled compounds.