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Synthesis and X-ray diffraction data of 2-morpholino-2-(3,4,5-trimethoxyphenyl)acetonitrile, (C15H20N2O4)

  • Jose H. Quintana Mendoza (a1), J. A. Henao (a1), Aurora L. Carreño Otero (a2) and Vladimir V. Kouznetsov (a2)

Abstract

The α-aminonitrile, 2-morpholino-2-(3,4,5-trimethoxyphenyl)acetonitrile (C15H20N2O4), was prepared through a silica sulfuric acid-catalyzed Strecker reaction between 3,4,5-trimethoxybenzaldehyde, morpholine, and two different cyanide sources. Molecular characterization was performed by Fourier transform infrared spectroscopy, gas chromatography–mass spectrometry, (1H, 13C – mono and bidimensional) nuclear magnetic resonance; crystallographic characterization was completed by X-ray powder diffraction of polycrystalline samples. The title compounds crystallized in a monoclinic system and unit-cell parameters are reported [a = 13.904(2), b = 5.1696(6), c = 21.628(3) Å, β = 104.31(1)°, unit-cell volume V = 1506.3(3) Å3, Z = 4]. All measured lines were indexed with the P21/a (No. 14) space group.

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Corresponding author

a) Author to whom correspondence should be addressed. Electronic mail: jahenao@uis.edu.co

References

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Boultif, A. and Loüer, D. (2004). “Indexing of powder diffraction patterns of low symmetry lattices by successive dichotomy method,” J. Appl. Crystallogr. 37, 724731.
Chaturvedi, D., Chaturvedi, A. K., Mishra, N., and Mishra, V. (2012). “A novel approach for the synthesis of α-aminonitriles using Mitsunobu's reagent under solvent-free conditions,” Tetrahedron Lett. 53, 53985401.
De Wolff, P. M. (1968). “A simplified criterion for the reliability of a powder pattern,” J. Appl. Crystallogr. 1, 108113.
Dong, C. (1999). “PowderX: Windows-95-based program for poder X-ray diffraction data processing,” J. Appl. Crystallogr. 32, 838838.
Laugier, J. and Bochu, B. (2002). CHEKCELL. “LMGP-Suite Suite of Programs for the interpretation of X-ray. Experiments,” ENSP/Laboratoire des Matériaux et du Génie Physique, BP 46. 38042 Saint Martin d'Hères, France. http://www.inpg.fr/LMGPandhttp://www.ccp14.ac.uk/tutorial/lmgp/
Mighell, A. D., Hubberd, C. R., and Stalick, J. K. (1981). “NBS* AIDS80: A FORTRAN program for crystallographic data evaluation,” National Bureau of Standards (USA), Technical Note 1141.
Rachinger, W. A. (1948). “A correction for the α 1 α 2 doublet in the measurement of widths of X-ray diffraction lines,” J. Sci. Instrum. 25, 254.
Royer, L., De, S., and Gibbs, R. A. (2005). “Iodine as a novel and efficient reagent for the synthesis of a-aminonitriles by a three-component condensation of carbonyl compounds, amines, and trimethylsilyl cyanide,” Tetrahedron Lett. 46, 45954597.
Saviztky, A. and Golay, M. J. (1964). “Smoothing and differentiation of data by simplified least squares procedures,” Anal. Chem. 36, 16271639.
Smith, G. S. and Snyder, R. L. (1979). “ F N : A criterion for rating powder diffraction patterns and evaluating the reliability of powder-pattern indexing,” J. Appl. Crystallogr. 12, 6065.
Sonneveld, E. J. and Visser, J. W. (1975). “Automatic collection of powder diffraction data from photographs,” J. Appl. Crystallogr. 8, 17.
Surya Prakash, G. K., Mathew, T., Panja, C., Alconcel, S., Vaghoo, H., Do, C., and Olah, G. (2007). “Gallium (III) triflate atalysed efficient Strecker reaction of ketones and their fluorinated analogs,” Proc. Natl. Acad. Sci. USA 104, 37033706.
Takahashi, E., Fujisawa, H., Yanai, T., and Mukaiyama, T. (2005). “Lewis base-catalyzed Strecker-type reaction between trimethylsilyl cyanide and N-tosylimines in water-containing DMF,” Chem. Lett. 3, 318319.
Vargas Méndez, L. Y. and Kouznetsov, V. V. (2013) “First girgensohnine analogs prepared through InCl3-catalyzed Strecker reaction and their bioprospection,” Curr. Org. Synth. 10, 969973.

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Synthesis and X-ray diffraction data of 2-morpholino-2-(3,4,5-trimethoxyphenyl)acetonitrile, (C15H20N2O4)

  • Jose H. Quintana Mendoza (a1), J. A. Henao (a1), Aurora L. Carreño Otero (a2) and Vladimir V. Kouznetsov (a2)

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