An unprecedented rearrangement of salicylanilide derivatives: imidazolinone intermediate formation

✍ Scribed by Jarmila Vinšová; Aleš Imramovský; Martin Krátký; Juana Monreal Férriz; Karel Palát; Antonín Lyčka; Aleš Růžička

• Book ID: 104097098
• Publisher: Elsevier Science
• Year: 2010
• Tongue: French
• Weight: 578 KB
• Volume: 51
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2009.10.084

✦ Synopsis

The preparation of new prodrug forms of anti-tuberculosis active salicylanilide esters with amino acids led to an unexpected rearrangement. The isolation and the structure determination of 2-(5-chloro-2-hydroxyphenyl)-3-(3-chlorophenyl)-5-substituted-3,5-dihydro-4H-imidazol-4-ones unambiguously confirm one of the two proposed reaction mechanisms.