An addendum was published on 22 March 2010,
Molecules 2010, 15(3), 1985-1986
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Synthesis of New Imidazolidin-2,4-dione and 2-Thioxoimidazolidin-4-ones via C-Phenylglycine Derivatives
Laboratório de Tecnologia Farmacêutica, Universidade Federal da Paraíba, João Pessoa - PB, CEP 58.051-970, Brazil
Centro de Educação e Saúde, Unidade Acadêmica de Saúde, Universidade Federal de Campina Grande, Cuité - PB, CEP 58.175-000, Brazil
Departamento de Química, Universidade Federal da Paraíba, Campus I, João Pessoa - PB, CEP 58059-900, Brazil
* Author to whom correspondence should be addressed.
Received: 13 October 2009; in revised form: 1 December 2009 / Accepted: 2 December 2009 / Published: 30 December 2009
Abstract: Hydantoins and their derivatives constitute a group of pharmaceutical compounds with anticonvulsant and antiarrhythmic properties, and are also used against diabetes. N-3 and C-5 substituted imidazolidines are examples of such products. As such, we have developed a synthesis of 2,4-dione and 2-thioxo-4-one imidazolidinic derivatives by reaction of amino acids with C-phenylglycine, phenyl isocyanate and phenyl isothiocyanate. Four amino-derivatives IG(1-4) and eight imidazolidinic derivatives, IM(1-8), were obtained in yields of 70–74%. The mass, infrared, 1H and 13C-NMR spectra of representative products are discussed.
Keywords: hydantoins; C-phenylglycine; imidazolidines; 2-thioxoimidazolidine-4-ones
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De Sousa Luis, J.A.; Barbosa Filho, J.M.; Freitas Lira, B.; Almeida Medeiros, I.; Soares Lima de Morais, L.C.; Dos Santos, A.F.; Soares de Oliveira, C.; De Athayde-Filho, P.F. Synthesis of New Imidazolidin-2,4-dione and 2-Thioxoimidazolidin-4-ones via C-Phenylglycine Derivatives. Molecules 2010, 15, 128-137.
De Sousa Luis JA, Barbosa Filho JM, Freitas Lira B, Almeida Medeiros I, Soares Lima de Morais LC, Dos Santos AF, Soares de Oliveira C, De Athayde-Filho PF. Synthesis of New Imidazolidin-2,4-dione and 2-Thioxoimidazolidin-4-ones via C-Phenylglycine Derivatives. Molecules. 2010; 15(1):128-137.
De Sousa Luis, José Alixandre; Barbosa Filho, José Maria; Freitas Lira, Bruno; Almeida Medeiros, Isac; Soares Lima de Morais, Liana Clébia; Dos Santos, Alexsandro Fernandes; Soares de Oliveira, Cledualdo; De Athayde-Filho, Petrônio Filgueiras. 2010. "Synthesis of New Imidazolidin-2,4-dione and 2-Thioxoimidazolidin-4-ones via C-Phenylglycine Derivatives." Molecules 15, no. 1: 128-137.