5-Amino-4-(benzotriazol-1-ylmethyl)-1-phenyl-3-tert-butylpyrazole
✍ Scribed by Low, John Nicolson ;Cobo, Justo ;Nogueras, Manuel ;Sánchez, Adolfo ;Rengifo, Emerson ;Abonia, Rodrigo
- Publisher
- International Union of Crystallography
- Year
- 2001
- Tongue
- English
- Weight
- 227 KB
- Volume
- 58
- Category
- Article
- ISSN
- 1600-5368
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✦ Synopsis
Single-crystal X-ray study T = 100 K Mean '(C±C) = 0.003 A Ê R factor = 0.061 wR factor = 0.150 Data-to-parameter ratio = 16.4 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.
📜 SIMILAR VOLUMES
Single-crystal X-ray study T = 120 K Mean '(C±C) = 0.003 A Ê R factor = 0.052 wR factor = 0.135 Data-to-parameter ratio = 16.4 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.
In the title compound, C~23~H~25~N~3~O~3~, all bond lengths and angles show normal values. The dihedral angles between the rings of the pyrazole and the unsubstituted and __tert__-butyl-substituted benzene rings are 8.6 (2) and 78.5 (3)°, respectively, while that between the two benzene rings is 76.
In the title compound, C 28 H 27 N 3 O 3 , the pyrazolone ring and the N atom of the 2-amino-3-phenylpropanoate group are essentially coplanar. The compound is in an enamine-keto form and its structure is stabilized by one strong intramolecular N-HÁ Á ÁO hydrogen bond.
A rearrangement product or a pyrazolic Tro ¨ger's base were unexpectedly obtained when 5-N-(benzotriazol-1ylmethyl)amino-3-tert-butyl-1-phenylpyrazole was treated with electron-rich alkenes with well protic or Lewis acid catalyst, respectively, when tetrahydropyrazolopyridines were expected accordin