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Cyclocondensation of o ‐Phenylenediamines with 2‐Oxo‐ethanimidothioates: A Novel Synthesis of 2‐Amino‐3‐(het)aryl‐quinoxalines
Author(s) -
Kiran Kuppalli R.,
Swaroop Toreshettahally R.,
Santhosh Chikkappaiahnayaka,
Rangappa Kanchugarakoppal S.,
Sadashiva Maralinganadoddi P.
Publication year - 2021
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202102071
Subject(s) - sodium hydride , toluene , aryl , chemistry , catalysis , methyl iodide , condensation , amine gas treating , hydride , medicinal chemistry , iodide , organic chemistry , sodium iodide , polymer chemistry , alkyl , physics , thermodynamics , hydrogen
2‐Amino‐3‐(het)aryl‐quinoxalines were synthesized by the cyclization reaction between 2‐oxo‐ethanimidothioates and o ‐phenylenediamine in the presence of acid catalyst p ‐TSA in toluene at 80 °C. The products were obtained in 58–84 % yields. The required substrates 2‐oxo‐ethanimidothioates were synthesized by the condensation reaction between α ‐oxodithioester and amine in the presence of sodium hydride in DMF followed treatment with methyl iodide.