- Synthesis of new imidazolidin-2,4-dione and 2-thioxoimidazolidin-4-ones via C-phenylglycine derivatives.
Synthesis of new imidazolidin-2,4-dione and 2-thioxoimidazolidin-4-ones via C-phenylglycine derivatives.
Molecules (Basel, Switzerland) (2010-01-30)
José Alixandre de Sousa Luis, José Maria Barbosa Filho, Bruno Freitas Lira, Isac Almeida Medeiros, Liana Clébia Soares Lima de Morais, Raline Mendonça dos Anjos, Alexsandro Fernandes Dos Santos, Cledualdo Soares de Oliveira, Petrônio Filgueiras de Athayde-Filho
PMID20110877
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, (1)H and (13)C-NMR spectra of representative products are discussed.