Synthesis and Crystallographic Characterization of a Maleimide Derivative of Tryptamine

Jean Dubois; Melwin Colaço; Grégoire Rondelet; Johan Wouters

doi:10.3390/cryst6110153

Synthesis and Crystallographic Characterization of a Maleimide Derivative of Tryptamine

Jean Dubois, Melwin Colaço, Grégoire Rondelet, Johan Wouters (Promoteur)

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Résumé

While mechanosynthesis of the target compound, 1-[2-(1H-indol-3-yl)-ethyl]-pyrrole-2,5-dione, C14 H12 N2 O2, did not yield the desired product, it instead resulted in an open intermediate. On the other hand, synthesis starting from the activated maleic anhydride yielded the final maleimide compound. The outcome of the mechanosynthesis has been evaluated by powder X-ray diffraction, and structures of both the final product and open intermediate have been confirmed using single-crystal crystallography.

langue originale	Anglais
Nombre de pages	8
journal	Crystals
Volume	6
Les DOIs	https://doi.org/10.3390/cryst6110153
Etat de la publication	Publié - 21 nov. 2016

Accès au document

10.3390/cryst6110153

crystals-06-00153 (1)Version finale publiée, 1,89 MBLicense: CC BY

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Ensembles de données

CCDC 1508085: Experimental Crystal Structure Determination

Colaço, M. (Contributeur), DUBOIS, J. (Contributeur), RONDELET, G. (Contributeur) & WOUTERS, J. (Contributeur), Cambridge Crystallographic Data Centre, 1 janv. 2017

DOI: 10.5517/ccdc.csd.cc1mm8xf, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1mm8xf&sid=DataCite

Ensemble de données

CCDC 1508084: Experimental Crystal Structure Determination

Colaço, M. (Contributeur), DUBOIS, J. (Contributeur), RONDELET, G. (Contributeur) & WOUTERS, J. (Contributeur), Cambridge Crystallographic Data Centre, 1 janv. 2017

DOI: 10.5517/ccdc.csd.cc1mm8wd, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1mm8wd&sid=DataCite

Ensemble de données

Contient cette citation

Dubois, J., Colaço, M., Rondelet, G., & Wouters, J. (2016). Synthesis and Crystallographic Characterization of a Maleimide Derivative of Tryptamine. Crystals, 6. https://doi.org/10.3390/cryst6110153

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title = "Synthesis and Crystallographic Characterization of a Maleimide Derivative of Tryptamine",

abstract = "While mechanosynthesis of the target compound, 1-[2-(1H-indol-3-yl)-ethyl]-pyrrole-2,5-dione, C14 H12 N2 O2, did not yield the desired product, it instead resulted in an open intermediate. On the other hand, synthesis starting from the activated maleic anhydride yielded the final maleimide compound. The outcome of the mechanosynthesis has been evaluated by powder X-ray diffraction, and structures of both the final product and open intermediate have been confirmed using single-crystal crystallography.",

keywords = "mechanosynthesis, grinding, single-crystal structure, powder X-ray diffraction, maleic anhydride, tryptamine",

author = "Jean Dubois and Melwin Cola{\c c}o and Gr{\'e}goire Rondelet and Johan Wouters",

year = "2016",

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doi = "10.3390/cryst6110153",

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AU - Dubois, Jean

AU - Colaço, Melwin

AU - Rondelet, Grégoire

A2 - Wouters, Johan

PY - 2016/11/21

Y1 - 2016/11/21

N2 - While mechanosynthesis of the target compound, 1-[2-(1H-indol-3-yl)-ethyl]-pyrrole-2,5-dione, C14 H12 N2 O2, did not yield the desired product, it instead resulted in an open intermediate. On the other hand, synthesis starting from the activated maleic anhydride yielded the final maleimide compound. The outcome of the mechanosynthesis has been evaluated by powder X-ray diffraction, and structures of both the final product and open intermediate have been confirmed using single-crystal crystallography.

AB - While mechanosynthesis of the target compound, 1-[2-(1H-indol-3-yl)-ethyl]-pyrrole-2,5-dione, C14 H12 N2 O2, did not yield the desired product, it instead resulted in an open intermediate. On the other hand, synthesis starting from the activated maleic anhydride yielded the final maleimide compound. The outcome of the mechanosynthesis has been evaluated by powder X-ray diffraction, and structures of both the final product and open intermediate have been confirmed using single-crystal crystallography.

KW - mechanosynthesis

KW - grinding

KW - single-crystal structure

KW - powder X-ray diffraction

KW - maleic anhydride

KW - tryptamine

U2 - 10.3390/cryst6110153

DO - 10.3390/cryst6110153

M3 - Article

VL - 6

JO - Crystals

JF - Crystals

SN - 2073-4352

ER -