2021
DOI: 10.1107/s2056989021004795
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Crystal structure of ethyl 2-(3-amino-5-oxo-2-tosyl-2,5-dihydro-1H-pyrazol-1-yl)acetate

Abstract: In the title compound, C14H17N3O5S, the five-membered ring is essentially planar. The substituents at the nitrogen atoms subtend a C—N—N—S torsion angle of −95.52 (6)°. The amino group forms an intramolecular hydrogen bond to a sulfonyl oxygen atom; two intermolecular hydrogen bonds from the amino group, to the other S=O group and to the oxo substituent, form a layer structure parallel to the ab plane. The structure determination confirms that the title compound is N- rather than O-alkylated.

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Cited by 7 publications
(2 citation statements)
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“…We have previously prepared both N-alkylated (Metwally et al, 2021a) and O-alkylated (Metwally et al, 2021b) derivatives of N-tosylpyrazole 1. In order to determine which factors lead to the formation of N-alkylated or O-alkylated products of Ntosylpyrazole, a reaction (Fig.…”
Section: Chemical Contextmentioning
confidence: 99%
“…We have previously prepared both N-alkylated (Metwally et al, 2021a) and O-alkylated (Metwally et al, 2021b) derivatives of N-tosylpyrazole 1. In order to determine which factors lead to the formation of N-alkylated or O-alkylated products of Ntosylpyrazole, a reaction (Fig.…”
Section: Chemical Contextmentioning
confidence: 99%
“…as agents against human colon cancer, leukaemia and melanoma (Elgemeie & Mohamed-Ezzat, 2022), as anti-inflammatory agents, and in the field of antiviral therapeutics against various targets such as CoX-1, CoX-2, NNRTI, HSV-1 and H1N1 (Khan et al, 2016;Li et al, 2015). Heterocyclic compounds containing pyrazole rings are also efficacious components in many multi-component syntheses (Tu et al, 2014); we have reported and reviewed their use as novel synthetic intermediates Abu-Zaied et al, 2018Metwally et al, 2024). We have also synthesized various pyrazole-fused heterocyclic compounds as bioactive agents acting as antimetabolites (Elgemeie & Abu-Zaied, 2015;Elgemeie et al 2017aElgemeie et al ,b, 2019Mohamed-Ezzat & Elgemeie, 2023).…”
Section: Chemical Contextmentioning
confidence: 99%