4-Chloro-7-hydr­oxy-6-methyl-1,7-naphthyridin-8(7H)-one

The title compound, C(9)H(7)ClN(2)O(2), was prepared by reaction of methyl 4-chloro-3-(prop-1-yn­yl)picolinate with hydroxy­l­amine in MeOH/KOH solution. The two essentially planar mol­ecules which make up the asymmetric unit have almost identical geometries and and are linked into dimeric aggregate...

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Detalles Bibliográficos
Autores principales: Bunker, Kevin D., Nukui, Seiji, Rheingold, Arnold L., DiPasquale, Antonio, Yanovsky, Alex
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2972179/
https://www.ncbi.nlm.nih.gov/pubmed/21578955
http://dx.doi.org/10.1107/S1600536809050429
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author Bunker, Kevin D.
Nukui, Seiji
Rheingold, Arnold L.
DiPasquale, Antonio
Yanovsky, Alex
author_facet Bunker, Kevin D.
Nukui, Seiji
Rheingold, Arnold L.
DiPasquale, Antonio
Yanovsky, Alex
author_sort Bunker, Kevin D.
collection PubMed
description The title compound, C(9)H(7)ClN(2)O(2), was prepared by reaction of methyl 4-chloro-3-(prop-1-yn­yl)picolinate with hydroxy­l­amine in MeOH/KOH solution. The two essentially planar mol­ecules which make up the asymmetric unit have almost identical geometries and and are linked into dimeric aggregates via pairs of O—H⋯O hydrogen bonds. These aggregates have almost perfect inversion symmetry; however, quite unusually, the inversion center of the dimer does not coincide with the crystallographic inversion center.
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spelling pubmed-29721792010-12-30 4-Chloro-7-hydr­oxy-6-methyl-1,7-naphthyridin-8(7H)-one Bunker, Kevin D. Nukui, Seiji Rheingold, Arnold L. DiPasquale, Antonio Yanovsky, Alex Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(9)H(7)ClN(2)O(2), was prepared by reaction of methyl 4-chloro-3-(prop-1-yn­yl)picolinate with hydroxy­l­amine in MeOH/KOH solution. The two essentially planar mol­ecules which make up the asymmetric unit have almost identical geometries and and are linked into dimeric aggregates via pairs of O—H⋯O hydrogen bonds. These aggregates have almost perfect inversion symmetry; however, quite unusually, the inversion center of the dimer does not coincide with the crystallographic inversion center. International Union of Crystallography 2009-11-28 /pmc/articles/PMC2972179/ /pubmed/21578955 http://dx.doi.org/10.1107/S1600536809050429 Text en © Bunker et al. 2009 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
Bunker, Kevin D.
Nukui, Seiji
Rheingold, Arnold L.
DiPasquale, Antonio
Yanovsky, Alex
4-Chloro-7-hydr­oxy-6-methyl-1,7-naphthyridin-8(7H)-one
title 4-Chloro-7-hydr­oxy-6-methyl-1,7-naphthyridin-8(7H)-one
title_full 4-Chloro-7-hydr­oxy-6-methyl-1,7-naphthyridin-8(7H)-one
title_fullStr 4-Chloro-7-hydr­oxy-6-methyl-1,7-naphthyridin-8(7H)-one
title_full_unstemmed 4-Chloro-7-hydr­oxy-6-methyl-1,7-naphthyridin-8(7H)-one
title_short 4-Chloro-7-hydr­oxy-6-methyl-1,7-naphthyridin-8(7H)-one
title_sort 4-chloro-7-hydr­oxy-6-methyl-1,7-naphthyridin-8(7h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2972179/
https://www.ncbi.nlm.nih.gov/pubmed/21578955
http://dx.doi.org/10.1107/S1600536809050429
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AT dipasqualeantonio 4chloro7hydroxy6methyl17naphthyridin87hone
AT yanovskyalex 4chloro7hydroxy6methyl17naphthyridin87hone

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