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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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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2007
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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. |
format | Text |
id | pubmed-2915226 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2007 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT sonarvijayakumarn 3ethyl2methyl5methylene67dihydroindol45hone AT parkinsean 3ethyl2methyl5methylene67dihydroindol45hone AT crookspetera 3ethyl2methyl5methylene67dihydroindol45hone |