Dissertação
Síntese de 4-trifluormetil-5-(propan-1-ol-3-il)-1H-piridin-2-iminas N-substituídas
Fecha
2013-03-08Registro en:
MARANGONI, Mário André. Synthesis of N-substituted 4-trifluoromethyl-5-(propan-1-ol-3-yl)-pyridin-2-(1H)-imines". 2013. 137 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2013.
Autor
Marangoni, Mário André
Institución
Resumen
This work presents a simple and accessible synthetic route for the
preparation of a series, of nineteen new N-substituted 4-trifluormethyl-5-
(propan-1-ol-3-yl)-pyridin-2-(1H)-imines, obtained from the reaction between 3-
(3,4-dihydro-2H-pyran-5-yl)-4,4,4-trifluorobut-2-enenitrile with the following
amines: methylamine, ethylamine, propylamine, iso-propylamine, butylamine,
sec-butylamine, benzylamine, phenethylamine, 2-methoxy-phenethylamine, 4-
methoxy-phenethylamine, 3,4-methoxy-phenethylamine, 4-fluorophenethylamine,
2-chloro-phenethylamine, 3-chloro-phenethylamine, 4-chlorophenethylamine,
2-(1-cyclohexenyl)-ethylamine, 2-N-morpholyl-ethylamine,
N,N-dimethyl-ethyl-1,2-diamine e N,N-diethyl-ethyl-1,2-diamine.
The 2-pyridinimines were synthetized through a solvent free methodology
and in a short reaction time. The purification step was performed with liquidliquid
extractions. After evaporation of the solvent, the product was washed with
hot hexane to remove any trace of residual amine. The products were obtained
with yield between 29-82%.
The 2-pyridinimines obtained in this work were characterized by 1H and
13C NMR, 2D NMR, Mass Spectrometry, and Infrared Spectroscopy and their
purity confirmed by Elemental Analysis and/or High Resolution Mass
Spectrometry.