Síntese e reacções de compostos heterocíclicos triclorometil derivados

Abstract

In the present work, the study of the synthesis and reactions of heterocyclic compounds trichloromethyl derivatives, as agents of pharmacological and agricultural interest and precursors of compounds with the same importance. The bibliographic search consisted primarily of the classification of methylxanthines and their pharmacological importance. Then, the methods for synthesizing the data were systematized. derived trichloromethyl heterocyclic compounds, as stable intermediate compounds in synthesis of compounds potentially active in the fight against malaria, tuberculosis, some types of cancer, anthelmintics and other diseases. This is the case with the efficient conversion of derived trichloromethyl compounds in derived trifluoromethyl compounds. The experimental part of the work was basically done through the synthesis of: 8-methylxanthine a starting from uric acid, with a yield of 86.7%; synthesis of 8-methylcaffeine by methylation of 8- methylxanthine using methyl sulfate, in 35% yield; synthesis of 8- trichloromethylcaffeine by chlorination of 8-methylcaffeine using PCl 5 / POCl 3 with a yield of 76 %; synthesis of 2-trichloromethylbenzimidazole from the reaction of o-phenylenediamine with acid trichloroacetic as well as methyl trichloroacetimidate in yield of 58.7%, 65% and 93% respectively and finally the synthesis of benzimidazole-2-carboxylic acid in which it was obtained a 15% yield. The characterization of the synthesized compounds was done through thin layer chromatography by the difference in Rf of reagents and reaction products, determination of Pf, spectroscopy infrared and the products were purified by recrystallizing them.