A synthesis of 1‐aminopyrazolin‐5‐ones (I) by chloramine attack on the 2‐benzylpyrazolones (IVd‐e) has been accomplished. Nucleophilic substitution reactions of aminopyrazolones (I) are investigated; with 1,4‐diketones, N,N'‐pyrrolylpyrazolones (XVIIa‐c) are obtained. Chlorination of acetylaminopyrazolones (VII) led to the corresponding 1‐amino‐5‐chloropyrazoles (XXI) via the isolable pyrazolo[3,2‐b]oxadiazoles (XIX). Copyright © 1981 Journal of Heterocyclic Chemistry.
Adembri, G., Camparini, A., Ponticelli, F., Tedeschi, P. (1981). 1-Aminopyrazolin-5-ones: Synthesis and Reactivity. JOURNAL OF HETEROCYCLIC CHEMISTRY, 18(5), 957-962 [10.1002/jhet.5570180522].
1-Aminopyrazolin-5-ones: Synthesis and Reactivity
Adembri, Giorgio;Camparini, Alfredo;Ponticelli, Fabio;
1981-01-01
Abstract
A synthesis of 1‐aminopyrazolin‐5‐ones (I) by chloramine attack on the 2‐benzylpyrazolones (IVd‐e) has been accomplished. Nucleophilic substitution reactions of aminopyrazolones (I) are investigated; with 1,4‐diketones, N,N'‐pyrrolylpyrazolones (XVIIa‐c) are obtained. Chlorination of acetylaminopyrazolones (VII) led to the corresponding 1‐amino‐5‐chloropyrazoles (XXI) via the isolable pyrazolo[3,2‐b]oxadiazoles (XIX). Copyright © 1981 Journal of Heterocyclic Chemistry.
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https://hdl.handle.net/11365/6708
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