4-{[(E)-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methyl­idene]amino}-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one

The title Schiff base compound, C(23)H(23)N(5)O, was synthesized by the reaction of 4-amino­phenazone and 3,5-dimethyl-1-phenyl­pyrazole-4-carbaxaldehyde. The mol­ecule adopts an E configuration about the central C=N double bond. A weak intra­molecular C—H⋯O hydrogen bond generates an S(6) ring moti...

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Detalles Bibliográficos
Autores principales: Fun, Hoong-Kun, Hemamalini, Madhukar, Asiri, Abdullah M., Khan, Salman A.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006732/
https://www.ncbi.nlm.nih.gov/pubmed/21587838
http://dx.doi.org/10.1107/S1600536810021173
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author Fun, Hoong-Kun
Hemamalini, Madhukar
Asiri, Abdullah M.
Khan, Salman A.
author_facet Fun, Hoong-Kun
Hemamalini, Madhukar
Asiri, Abdullah M.
Khan, Salman A.
author_sort Fun, Hoong-Kun
collection PubMed
description The title Schiff base compound, C(23)H(23)N(5)O, was synthesized by the reaction of 4-amino­phenazone and 3,5-dimethyl-1-phenyl­pyrazole-4-carbaxaldehyde. The mol­ecule adopts an E configuration about the central C=N double bond. A weak intra­molecular C—H⋯O hydrogen bond generates an S(6) ring motif. The dihedral angle between the pyrazole rings is 24.72 (10)° and the dihedral angles between the pyrazole rings and the adjacent phenyl rings are 58.67 (10) and 46.58 (11)°. The crystal structure is stabilized by weak C—H⋯π inter­actions involving the pyrazolone and phenyl rings.
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spelling pubmed-30067322010-12-30 4-{[(E)-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methyl­idene]amino}-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one Fun, Hoong-Kun Hemamalini, Madhukar Asiri, Abdullah M. Khan, Salman A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title Schiff base compound, C(23)H(23)N(5)O, was synthesized by the reaction of 4-amino­phenazone and 3,5-dimethyl-1-phenyl­pyrazole-4-carbaxaldehyde. The mol­ecule adopts an E configuration about the central C=N double bond. A weak intra­molecular C—H⋯O hydrogen bond generates an S(6) ring motif. The dihedral angle between the pyrazole rings is 24.72 (10)° and the dihedral angles between the pyrazole rings and the adjacent phenyl rings are 58.67 (10) and 46.58 (11)°. The crystal structure is stabilized by weak C—H⋯π inter­actions involving the pyrazolone and phenyl rings. International Union of Crystallography 2010-06-09 /pmc/articles/PMC3006732/ /pubmed/21587838 http://dx.doi.org/10.1107/S1600536810021173 Text en © Fun et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Fun, Hoong-Kun
Hemamalini, Madhukar
Asiri, Abdullah M.
Khan, Salman A.
4-{[(E)-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methyl­idene]amino}-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one
title 4-{[(E)-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methyl­idene]amino}-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one
title_full 4-{[(E)-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methyl­idene]amino}-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one
title_fullStr 4-{[(E)-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methyl­idene]amino}-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one
title_full_unstemmed 4-{[(E)-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methyl­idene]amino}-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one
title_short 4-{[(E)-(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methyl­idene]amino}-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one
title_sort 4-{[(e)-(3,5-dimethyl-1-phenyl-1h-pyrazol-4-yl)methyl­idene]amino}-1,5-dimethyl-2-phenyl-1h-pyrazol-3(2h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006732/
https://www.ncbi.nlm.nih.gov/pubmed/21587838
http://dx.doi.org/10.1107/S1600536810021173
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AT asiriabdullahm 4e35dimethyl1phenyl1hpyrazol4ylmethylideneamino15dimethyl2phenyl1hpyrazol32hone
AT khansalmana 4e35dimethyl1phenyl1hpyrazol4ylmethylideneamino15dimethyl2phenyl1hpyrazol32hone

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