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4-Phenyl-1-(prop-2-yn-1-yl)-1H-1,5-benzodiazepin-2(3H)-one
4-Phenyl-1H-1,5-benzodiazepin-2(3H)-one reacts in the presence of a concentrated aqueous solution of sodium hydroxide and a quaternary ammonium salt (as catalyst) in benzene (phase transfer catalysis) with propargyl bromide, affording the title benzodiazepine derivative, C(18)H(14)N(2)O. In the mol...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213519/ https://www.ncbi.nlm.nih.gov/pubmed/22091098 http://dx.doi.org/10.1107/S1600536811027371 |
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author | Loughzail, Mohamed Fernandes, José A. Baouid, Abdesselam Essaber, Mohamed Cavaleiro, José A. S. Almeida Paz, Filipe A. |
author_facet | Loughzail, Mohamed Fernandes, José A. Baouid, Abdesselam Essaber, Mohamed Cavaleiro, José A. S. Almeida Paz, Filipe A. |
author_sort | Loughzail, Mohamed |
collection | PubMed |
description | 4-Phenyl-1H-1,5-benzodiazepin-2(3H)-one reacts in the presence of a concentrated aqueous solution of sodium hydroxide and a quaternary ammonium salt (as catalyst) in benzene (phase transfer catalysis) with propargyl bromide, affording the title benzodiazepine derivative, C(18)H(14)N(2)O. In the molecule, the mean plane of the propargyl substituent is almost perpendicular with that of the amide group [dihedral angle = 87.81 (8)°]. In the crystal, the molecules are linked by C—H⋯O and C—H⋯N interactions. |
format | Online Article Text |
id | pubmed-3213519 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32135192011-11-16 4-Phenyl-1-(prop-2-yn-1-yl)-1H-1,5-benzodiazepin-2(3H)-one Loughzail, Mohamed Fernandes, José A. Baouid, Abdesselam Essaber, Mohamed Cavaleiro, José A. S. Almeida Paz, Filipe A. Acta Crystallogr Sect E Struct Rep Online Organic Papers 4-Phenyl-1H-1,5-benzodiazepin-2(3H)-one reacts in the presence of a concentrated aqueous solution of sodium hydroxide and a quaternary ammonium salt (as catalyst) in benzene (phase transfer catalysis) with propargyl bromide, affording the title benzodiazepine derivative, C(18)H(14)N(2)O. In the molecule, the mean plane of the propargyl substituent is almost perpendicular with that of the amide group [dihedral angle = 87.81 (8)°]. In the crystal, the molecules are linked by C—H⋯O and C—H⋯N interactions. International Union of Crystallography 2011-07-23 /pmc/articles/PMC3213519/ /pubmed/22091098 http://dx.doi.org/10.1107/S1600536811027371 Text en © Loughzail et al. 2011 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 Loughzail, Mohamed Fernandes, José A. Baouid, Abdesselam Essaber, Mohamed Cavaleiro, José A. S. Almeida Paz, Filipe A. 4-Phenyl-1-(prop-2-yn-1-yl)-1H-1,5-benzodiazepin-2(3H)-one |
title | 4-Phenyl-1-(prop-2-yn-1-yl)-1H-1,5-benzodiazepin-2(3H)-one |
title_full | 4-Phenyl-1-(prop-2-yn-1-yl)-1H-1,5-benzodiazepin-2(3H)-one |
title_fullStr | 4-Phenyl-1-(prop-2-yn-1-yl)-1H-1,5-benzodiazepin-2(3H)-one |
title_full_unstemmed | 4-Phenyl-1-(prop-2-yn-1-yl)-1H-1,5-benzodiazepin-2(3H)-one |
title_short | 4-Phenyl-1-(prop-2-yn-1-yl)-1H-1,5-benzodiazepin-2(3H)-one |
title_sort | 4-phenyl-1-(prop-2-yn-1-yl)-1h-1,5-benzodiazepin-2(3h)-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213519/ https://www.ncbi.nlm.nih.gov/pubmed/22091098 http://dx.doi.org/10.1107/S1600536811027371 |
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