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 (Supervisor)

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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.

Original language	English
Number of pages	8
Journal	Crystals
Volume	6
DOIs	https://doi.org/10.3390/cryst6110153
Publication status	Published - 21 Nov 2016

Keywords

mechanosynthesis
grinding
single-crystal structure
powder X-ray diffraction
maleic anhydride
tryptamine

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.3390/cryst6110153

crystals-06-00153 (1)Final published version, 1.89 MBLicence: CC BY

CCDC 1508084: Experimental Crystal Structure Determination
Colaço, M. (Contributor), Dubois, J. (Contributor), RONDELET, G. (Contributor) & Wouters, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 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
Dataset
CCDC 1508085: Experimental Crystal Structure Determination
Colaço, M. (Contributor), Dubois, J. (Contributor), RONDELET, G. (Contributor) & Wouters, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 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
Dataset

Cite this

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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",

month = nov,

day = "21",

doi = "10.3390/cryst6110153",

language = "English",

volume = "6",

journal = "Crystals",

issn = "2073-4352",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

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TY - JOUR

T1 - Synthesis and Crystallographic Characterization of a Maleimide Derivative of Tryptamine

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

SN - 2073-4352

VL - 6

JO - Crystals

JF - Crystals

ER -

Synthesis and Crystallographic Characterization of a Maleimide Derivative of Tryptamine

Abstract

Keywords

UN SDGs

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Datasets

CCDC 1508084: Experimental Crystal Structure Determination

CCDC 1508085: Experimental Crystal Structure Determination

Cite this