Synthesis, Characteristic and Antimicrobial Activity of Some New Spiro[indol-thiazolidon-2,4-diones] and Bis(5-fluorospiro[indoline-3,2’-thiazolidine]-2,4’-dione) Probes

• 作者: Abeer N. Al-Romaizan
• 来源期刊: 有机化学国际期刊(英文)
• 学科: 化学
• 关键词: SYNTHESIS Spiroindoline-Thiazolidine Mercaptoacetic Acid Antimicrobial 5-Substituted Isatin SULFANILAMIDE
• 年，卷（期）: 2020,（2）
• 页码范围: 77-87
• 页数: 11页
• 分类号: O62

摘要

In a search for new antimicrobial agents, some new spiro[indol-thiazolidon- 2,4-diones] (<strong>6a-c</strong>) were synthesized by condensation of 5-substituted isatins <strong>1 </strong>with sulfanilamide in MeOH, followed by aroylation with p-nitrobenzoyl chloride in DMF to get compounds <strong>4a-c</strong>. Cycloaddition of <strong>4a</strong><strong>-c</strong> with thioglycolic acid in a dry non-polar solvent (dioxane) gave the targets <strong>6a-c</strong>. Also, bis(5-fluorospiro[indoline-3,2’-thiazolidine]-2,4’-dione) (<strong>9</strong>) was synthesized by condensation of 5-fluoroindoline-2,3-dione with benzene-1,4-diamine (2:1 by mol) in MeOH, which followed by cycloaddition with thioglycolic acid in dioxane gave compound <strong>8</strong>. Acylation of the later with 2,2,2-trifluoroacetic anhydride in THF has yielded the target <strong>9</strong>. Structures of the products have been deduced from their elemental analysis and spectral data. The <em>in vitro</em> antimicrobial activity of the new systems <strong>6a-c</strong>, and <strong>9</strong> was tested.