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 languageEnglish
Number of pages8
JournalCrystals
Volume6
DOIs
Publication statusPublished - 21 Nov 2016

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tryptamines
Maleic Anhydrides
Pyrroles
Crystallography
Maleic anhydride
X ray powder diffraction
Single crystals
Derivatives
Dione
pyrroles
anhydrides
synthesis
products
crystallography
single crystals
diffraction
x rays
tryptamine
maleimide

Keywords

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

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",
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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

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DO - 10.3390/cryst6110153

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JO - Crystals

JF - Crystals

SN - 2073-4352

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