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Synthesis and X-ray diffraction data of 1-N-(3-pyridylmethyl)aminonaphthalene hydrochloride

Published online by Cambridge University Press:  09 April 2014

L.R. Morantes ,
C.F. Medina ,
J.A. Henao ,
V.V. Kouznetsov  and
H.A. Camargo
L.R. Morantes
Affiliation:
Grupo de Investigación en Química Estructural (GIQUE), Escuela de Química, Universidad Industrial de Santander, A.A. 678, Carrera 27, Calle 9, Bucaramanga, Colombia
C.F. Medina
Affiliation:
Grupo de Investigación en Química Estructural (GIQUE), Escuela de Química, Universidad Industrial de Santander, A.A. 678, Carrera 27, Calle 9, Bucaramanga, Colombia
J.A. Henao
Affiliation:
Grupo de Investigación en Química Estructural (GIQUE), Escuela de Química, Universidad Industrial de Santander, A.A. 678, Carrera 27, Calle 9, Bucaramanga, Colombia
V.V. Kouznetsov
Affiliation:
Laboratorio de Química Orgánica y Biomolecular (LQOBio), Escuela de Química, Universidad Industrial de Santander, A.A. 678, Carrera 27, Calle 9, Bucaramanga, Colombia
H.A. Camargo*
Affiliation:
Grupo de Investigación en Nuevos Materiales y Energías Alternativas (GINMEA), Universidad Santo Tomás, Facultad de Química Ambiental, Campus Universitario Floridablanca, Santander, Colombia
*
a)Author to whom correspondence should be addressed. Electronic mail: hernando.camargo@mail.ustabuca.edu.co
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Abstract

The title compound 1-N-(3-pyridylmethyl)aminonaphthalene hydrochloride (C16H15N2Cl) was obtained by a reaction of α-naphthylamine (1) and N-pyridincarboxaldehyde (2) in anhydrous ethanol in the first step. The formed imine (3) was reduced with sodium borohydride in anhydrous methanol to give the product 1-N-(3-pyridylmethyl)aminonaphthalene (4). Finally, the hydrochloride was prepared by addition of a hydrochloric acid–ethyl acetate solution (ratio 1:3) with constant stirring and maintaining the temperature between 0 and 5 °C, obtaining a yellow polycrystalline solid corresponding to the respective derivative (5). The X-ray powder diffraction pattern for the new compound (5) was obtained. The compound (5) crystallizes in a monoclinic system with the space group P21/m (No. 11) and refined unit-cell parameters: a = 16.257 (8) Å, b = 9.236 (7) Å, c = 13.221 (6) Å, β = 94.87° (5), Z = 6, and V = 1978 (1) Å3.

Keywords

derivatizationX-ray powder diffraction1-naphthalene ammonium salt
Type
New Diffraction Data
Information
Powder Diffraction , Volume 29 , Issue 2 , June 2014 , pp. 186 - 189
Copyright
Copyright © International Centre for Diffraction Data 2014 

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