Síntese de 1-aril-4-[(dimetilamino)metileno] pirrolidino-2,3,5-trionas utilizando irradiação de micro-ondas

• Autor(a) principal: Vargas, Pâmela Schütz de
• Data de Publicação: 2011
• Tipo de documento: Dissertação
• Idioma: por
• Título da fonte: Biblioteca Digital de Teses e Dissertações do UFSM
• Texto Completo: http://repositorio.ufsm.br/handle/1/10489
• topic: Irradiação de micro-ondas; Enaminodicetona; Reação de ciclocondensação; Pirrolidino-2,3,5-triona; Microwave irradiation; Enaminodiketone; Cyclocondensation reaction; Pyrrolidine-2,3,5-trione; CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA

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.