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3-Ethyl-2-methyl-5-methyl­ene-6,7-di­hydroindol-4(5H)-one

The title compound, C(12)H(15)NO, a degradation product of molindone hydro­chloride, was prepared by the reaction of molindone with methyl iodide and subsequent reaction of the resulting quaternary ammonium salt with 2N aqueous sodium hydroxide. The newly formed double bond is exocyclic in nature an...

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Detalles Bibliográficos
Autores principales: Sonar, Vijayakumar N., Parkin, Sean, Crooks, Peter A.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2007
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2915226/
https://www.ncbi.nlm.nih.gov/pubmed/21200723
http://dx.doi.org/10.1107/S1600536807063076
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author Sonar, Vijayakumar N.
Parkin, Sean
Crooks, Peter A.
author_facet Sonar, Vijayakumar N.
Parkin, Sean
Crooks, Peter A.
author_sort Sonar, Vijayakumar N.
collection PubMed
description The title compound, C(12)H(15)NO, a degradation product of molindone hydro­chloride, was prepared by the reaction of molindone with methyl iodide and subsequent reaction of the resulting quaternary ammonium salt with 2N aqueous sodium hydroxide. The newly formed double bond is exocyclic in nature and the carbonyl group is conjugated with the π-electrons of the pyrrole ring. The six-membered ring is in the half-chair conformation. The H atom attached to the N atom is involved in an inter­molecular hydrogen bond with the O atom of a screw-related mol­ecule, thus forming a continuous chain.
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spelling pubmed-29152262010-12-30 3-Ethyl-2-methyl-5-methyl­ene-6,7-di­hydroindol-4(5H)-one Sonar, Vijayakumar N. Parkin, Sean Crooks, Peter A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(15)NO, a degradation product of molindone hydro­chloride, was prepared by the reaction of molindone with methyl iodide and subsequent reaction of the resulting quaternary ammonium salt with 2N aqueous sodium hydroxide. The newly formed double bond is exocyclic in nature and the carbonyl group is conjugated with the π-electrons of the pyrrole ring. The six-membered ring is in the half-chair conformation. The H atom attached to the N atom is involved in an inter­molecular hydrogen bond with the O atom of a screw-related mol­ecule, thus forming a continuous chain. International Union of Crystallography 2007-12-06 /pmc/articles/PMC2915226/ /pubmed/21200723 http://dx.doi.org/10.1107/S1600536807063076 Text en © International Union of Crystallography 2008 http://journals.iucr.org/services/termsofuse.html This is an open-access article distributed under the terms described at http://journals.iucr.org/services/termsofuse.html.
spellingShingle Organic Papers
Sonar, Vijayakumar N.
Parkin, Sean
Crooks, Peter A.
3-Ethyl-2-methyl-5-methyl­ene-6,7-di­hydroindol-4(5H)-one
title 3-Ethyl-2-methyl-5-methyl­ene-6,7-di­hydroindol-4(5H)-one
title_full 3-Ethyl-2-methyl-5-methyl­ene-6,7-di­hydroindol-4(5H)-one
title_fullStr 3-Ethyl-2-methyl-5-methyl­ene-6,7-di­hydroindol-4(5H)-one
title_full_unstemmed 3-Ethyl-2-methyl-5-methyl­ene-6,7-di­hydroindol-4(5H)-one
title_short 3-Ethyl-2-methyl-5-methyl­ene-6,7-di­hydroindol-4(5H)-one
title_sort 3-ethyl-2-methyl-5-methyl­ene-6,7-di­hydroindol-4(5h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2915226/
https://www.ncbi.nlm.nih.gov/pubmed/21200723
http://dx.doi.org/10.1107/S1600536807063076
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