Tesis
Síntese de 1-aril-4-[(dimetilamino)metileno] pirrolidino-2,3,5-trionas utilizando irradiação de micro-ondas
Fecha
2011-02-24Registro en:
VARGAS, Pâmela Schütz de. Microwave-assisted synthesis of 1-aryl-4
[(dimethylamino) methylene] pyrrolidine-2,3,5-trione. 2011. 118 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2011.
Autor
Vargas, Pâmela Schütz de
Institución
Resumen
The synthesis of a series of 1-aryl-4-[(dimethylamino)methylene] pyrrolidine-
2,3,5-trione from the cyclocondensation reaction between b-enaminodiketone
[Cl3C(O)C(=CHNMe2)C(O)CO2Et] and aniline derivatives [R = Ph, 3-Me-C6H4, 3-
MeO-C6H4, 3-HO-C6H4, 4-Me-C6H4, 4-F-C6H4, 4-Cl-C6H4, 4-Br-C6H4, 4-O2N-C6H4, 4-
MeCO-C6H4] was performed.
The reaction conditions used to synthesize the pyrrolidine-2,3,5-triones
involved environmentally benign techniques, as the use of microwave irradiation,
employing the reactants b-enaminodiketone and amine in a molar ratio of 1:1.1,
respectively, and a non-halogenated solvent. The reaction was carried out with short
time (12-16 min) and the products were obtained in moderate to good yields (50-
76%). In addition, the advantages of using the microwave irradiation method in
comparison to the conventional thermal heating were demonstrated.