Síntese de 4-(fur-2-il)- e 4-(tien-2-il)-pirimidinas a partir de β-Alcoxivinil trifluormetil cetonas
| Autor: | Pizzuti, Lucas |
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| Jazyk: | portugalština |
| Rok vydání: | 2017 |
| Předmět: | |
| Zdroj: | Repositório Institucional da UFSMUniversidade Federal de Santa MariaUFSM. |
| Druh dokumentu: | masterThesis |
| Popis: | Conselho Nacional de Desenvolvimento Científico e Tecnológico The cyclocondensation of the 1,1,1-trifluoro-4-methoxy-4-(2-heteroaryl)-3-buten-2-ones (heteroaryl = furyl and thienyl) with urea and amidines (acetamidine, benzamidine, guanidine, 1H-pyrazole-1-carboxamidine and 2-methyl-2-thiopseudourea) for synthesis of two 4-(2-heteroaryl)-6-trifluoromethylpyrimidinones and a series of ten 4-(2-heteroaryl)-6-trifluoromethylpyrimidines is reported. The reaction of the 1,1,1-trifluoro-4-methoxy-4-(2-heteroaryl)-3-buten-2-ones with urea was carried out in the presence of boron trifluoride etherate as a catalyst, at 50°C for 20 hours. The reactions of the same substracts with amidines were carried out in the presence of a 1 M solution of sodium hydroxide at r.t.-50°C for 1 hour. Under this conditions, only aromatic pyrimidines were obtained in 48-67%. Este trabalho relata a síntese e isolamento de duas 4-(2-heteroaril)-6-trifluormetilpirimidinonas e uma série de dez 4-(2-heteroaril)-6-trifluormetilpirimidinas (heteroaril = furil e tienil), a partir da ciclocondensação de 1,1,1-trifluor-4-metoxi-4-(2-heteroaril)-3-buten-2-onas com uréia e amidinas (acetamidina, benzamidina, guanidina, 1Hpirazolil-1-carboxamidina e 2-metil-2-tiopseudouréia). A reação de 1,1,1-trifluor-4-metoxi-4-(2-heteroaril)-3-buten-2-onas com uréia ocorreu na presença de BF3.Et2O como catalisador, à 50°C por 20 horas. As reações dos mesmos substratos com amidinas ocorreu na presença de uma solução 1 M de NaOH à t.a.-50°C por 1 hora. Nestas condições, foram obtidas somente pirimidinas aromáticas com rendimentos entre 48-67%. |
| Databáze: | Networked Digital Library of Theses & Dissertations |
| Externí odkaz: |
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