Premium
2,3,7,8‐Tetraazaspiro[4.4] nonane, 2,3,7,8‐tetraazaspiro‐[4.4] nona‐2,7‐diene and derivatives
Author(s) -
Nielsen Arnold T.
Publication year - 1975
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.5570120627
Subject(s) - chemistry , nonane , pyrazoline , diene , hydrazine (antidepressant) , stereochemistry , medicinal chemistry , organic chemistry , natural rubber , chromatography
Synthetic routes to the title compounds ( 4, 12 ) are described. Chiral derivatives of these, 2,7‐ bis (phenylcarbamoyl)‐2,3,7,8‐tetraazaspiro[4.4]nonane ( 7 ) and 3,8‐dicarbomethoxy‐2,3,7,8‐tetraazaspiro[4.4]nona‐1,6‐diene ( 10 ) were prepared. Synthetic routes to diketo derivatives of other tetraazaspiro[4.4]nonanes were explored. 3,3‐Dicarbethoxy‐1‐pyrazoline ( 24 ) and 3,3‐dicarbethoxypyrazolidine ( 25 ) were prepared and their reactions with hydrazine examined. Proton and 13 C nuclear magnetic resonance spectra of new compounds, including some 5‐substituted 3‐hydroxypyrazoles, are discussed in relation to structure.