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Synthesis of substituted S-(1-benzofuran-2(3H)-on-3-yl) isothiuronium bromides and their rearrangement to 5-(2-hydroxyphenyl)-2-imino-1,3-thiazolidin-4-ones
Authors: Hanusek Jiří | Kammel Richard
Year: 2012
Type of publication: ostatní - přednáška nebo poster
Page from-to: nestránkováno
Titles:
Language Name Abstract Keywords
eng Synthesis of substituted S-(1-benzofuran-2(3H)-on-3-yl) isothiuronium bromides and their rearrangement to 5-(2-hydroxyphenyl)-2-imino-1,3-thiazolidin-4-ones In this work we focused on synthesis of substituted S-(1-benzofuran-2(3H)-on-3-yl) isothiuronium bromides and their rearrangement to 5-(2-hydroxyphenyl)-2-imino-1,3-thiazolidin-4-ones. This rearrangement is subject to acid-base catalysis and proceed under very mild conditions, even at physiological pH which has great importance, not only for the synthesis of 1,3-thiazolidin-4-ones, but also for their potential application as pro-drugs. Therefore we studied kinetics and detailed reaction mechanism of the rearrangement using UV-VIS spectroscopy in aqueous buffer solutions. Synthesis; S-(1-benzofuran-2(3H)-on-3-yl)isothiuronium-bromides; rearrangement; 5-2-hydroxyphenyl-2-imino-1,3-thiazolidin-4-ones