Methyl 1-[(Z)-2-(benzyloxycarbonyl)hydrazin-1-ylidene]-5-chloro-2-hydroxy­indane-2-carboxylate

The title compound, C(19)H(17)ClN(2)O(5), is an important inter­mediate for the synthesis of the pesticide Indoxacarb [systematic name: (S)-methyl 7-chloro-2-{[(meth­oxy­carbon­yl)[4-(tri­fluoro­meth­oxy)phen­yl]amino]­carbon­yl}-2H,3H,4aH,5H-indeno­[1,2-e][1,3,4]oxadiazine-4a-carboxyl­ate] The C=N...

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Detalles Bibliográficos
Autores principales: Dong, Kun, Wang, Yifeng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011305/
https://www.ncbi.nlm.nih.gov/pubmed/24860340
http://dx.doi.org/10.1107/S1600536814007429
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author Dong, Kun
Wang, Yifeng
author_facet Dong, Kun
Wang, Yifeng
author_sort Dong, Kun
collection PubMed
description The title compound, C(19)H(17)ClN(2)O(5), is an important inter­mediate for the synthesis of the pesticide Indoxacarb [systematic name: (S)-methyl 7-chloro-2-{[(meth­oxy­carbon­yl)[4-(tri­fluoro­meth­oxy)phen­yl]amino]­carbon­yl}-2H,3H,4aH,5H-indeno­[1,2-e][1,3,4]oxadiazine-4a-carboxyl­ate] The C=N double bond has a Z conformation. An intra­molecular N—H⋯O hydrogen bond occurs. In the crystal structure, O—H⋯O hydrogen bonds result in the formation of 12-membered rings lying about inversion centers with R (4) (4)(12) motifs.
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spelling pubmed-40113052014-05-23 Methyl 1-[(Z)-2-(benzyloxycarbonyl)hydrazin-1-ylidene]-5-chloro-2-hydroxy­indane-2-carboxylate Dong, Kun Wang, Yifeng Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(19)H(17)ClN(2)O(5), is an important inter­mediate for the synthesis of the pesticide Indoxacarb [systematic name: (S)-methyl 7-chloro-2-{[(meth­oxy­carbon­yl)[4-(tri­fluoro­meth­oxy)phen­yl]amino]­carbon­yl}-2H,3H,4aH,5H-indeno­[1,2-e][1,3,4]oxadiazine-4a-carboxyl­ate] The C=N double bond has a Z conformation. An intra­molecular N—H⋯O hydrogen bond occurs. In the crystal structure, O—H⋯O hydrogen bonds result in the formation of 12-membered rings lying about inversion centers with R (4) (4)(12) motifs. International Union of Crystallography 2014-04-09 /pmc/articles/PMC4011305/ /pubmed/24860340 http://dx.doi.org/10.1107/S1600536814007429 Text en © Dong and Wang 2014 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
Dong, Kun
Wang, Yifeng
Methyl 1-[(Z)-2-(benzyloxycarbonyl)hydrazin-1-ylidene]-5-chloro-2-hydroxy­indane-2-carboxylate
title Methyl 1-[(Z)-2-(benzyloxycarbonyl)hydrazin-1-ylidene]-5-chloro-2-hydroxy­indane-2-carboxylate
title_full Methyl 1-[(Z)-2-(benzyloxycarbonyl)hydrazin-1-ylidene]-5-chloro-2-hydroxy­indane-2-carboxylate
title_fullStr Methyl 1-[(Z)-2-(benzyloxycarbonyl)hydrazin-1-ylidene]-5-chloro-2-hydroxy­indane-2-carboxylate
title_full_unstemmed Methyl 1-[(Z)-2-(benzyloxycarbonyl)hydrazin-1-ylidene]-5-chloro-2-hydroxy­indane-2-carboxylate
title_short Methyl 1-[(Z)-2-(benzyloxycarbonyl)hydrazin-1-ylidene]-5-chloro-2-hydroxy­indane-2-carboxylate
title_sort methyl 1-[(z)-2-(benzyloxycarbonyl)hydrazin-1-ylidene]-5-chloro-2-hydroxy­indane-2-carboxylate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011305/
https://www.ncbi.nlm.nih.gov/pubmed/24860340
http://dx.doi.org/10.1107/S1600536814007429
work_keys_str_mv AT dongkun methyl1z2benzyloxycarbonylhydrazin1ylidene5chloro2hydroxyindane2carboxylate
AT wangyifeng methyl1z2benzyloxycarbonylhydrazin1ylidene5chloro2hydroxyindane2carboxylate

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