Synthesis of 6,7-dihydro-5H-benzo[c]-1,2,4-triazolo[3,4-a]azepines and 6,7-dihydro-5H-benzo[c]tetrazolo[5,1-a]azepines

Synthesis of 6,7-dihydro-5H-benzo[c]-1,2,4-triazolo[3,4-a]azepines and 6,7-dihydro-5H-benzo[c]tetrazolo[5,1-a]azepines

Cyclization of 1-hydrazinyl-3,3-dimethyl-3,4-tetrahydro-5 H -benzo[ c ]azepine with ethyl orthoformate gave 5,5-dimethyl-6,7-dihydro-5 H benzo[ c ]-1,2,4-triazolo[3,4- a ]azepine, and its reaction with acetic acid afforded 3,5,5-trimethyl-9,10-dimethoxy-6,7-dihydro-5 Н -benzo[ c ]-1,2,4-triazolo[3,4...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2022-12, Vol.58 (12), p.727-731
Hauptverfasser: Glushkov, Vladimir A., Mosheva, Kseniya A., Zaitsev, Mark M., Pelykh, Vera S., Karasik, Valeriya I., Andreev, Alexander I., Dmitriev, Maksim V.
Format: Artikel
Sprache:eng
Schlagworte:
Acetic acid
Chemistry
Chemistry and Materials Science
Organic Chemistry
Pharmacy
Resveratrol
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Zusammenfassung:Cyclization of 1-hydrazinyl-3,3-dimethyl-3,4-tetrahydro-5 H -benzo[ c ]azepine with ethyl orthoformate gave 5,5-dimethyl-6,7-dihydro-5 H benzo[ c ]-1,2,4-triazolo[3,4- a ]azepine, and its reaction with acetic acid afforded 3,5,5-trimethyl-9,10-dimethoxy-6,7-dihydro-5 Н -benzo[ c ]-1,2,4-triazolo[3,4- a ]azepine. Nitrosation of 1-hydrazino-3,3-dimethyl-3,4-tetrahydro-5 H -benzo[ c ]azepine led to the formation of substituted 6,7-dihydro-5 H -benzo[ c ]tetrazolo[5,1- a ]azepines.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-023-03149-3