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The reaction of 2‐indolecarbohydrazones with ethoxycarbonyl chloride. New synthesis of 2,3‐dihydro‐2‐oxo‐1,3,4‐oxadiazoles and 1,2,3,4‐tetrahydro‐4‐oxo‐5 H ‐pyridazino[4,5‐ b ]indoles
Author(s) -
Monge A.,
Palop J. A.,
Tabar P.,
FernándezAlvarez E.
Publication year - 1984
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.5570210225
Subject(s) - chemistry , chloride , medicinal chemistry , combinatorial chemistry , organic chemistry
The synthesis of 2,3‐dihydro‐2‐oxo‐1,3,4‐oxadiazole ( 4 ) and 5 H ‐pyridazino[4,5‐ b ]indole ( 7 ), are described. Compounds 4 were obtained by reduction of O ‐ethoxycarbonylcarbohydrazones 3 with sodium borohydride. Compounds 7 were obtained by cyclization of compounds with ethanol/hydrochloric acid and removing the ethoxycarbonyl group with hydrazine. Compounds 3 were obtained by reaction of 2‐indolecarbohydrazones 1 with ethoxycarbonyl chloride.