Convergent Versus Divergent Three-Step Synthesis of the First (4-Aminophenoxy)alkanoic Acid–Based Tripodal Melamines

<div><p></p><p>Starting from <i>N</i>-(4-hydroxyphenyl)acetamide (Paracetamol, convergent approach) or from cyanuric chloride in reaction with 4-aminophenol (divergent approach), two synthetic routes toward novel tripodal <i>N</i>-substituted melamines as <i>s</i>-triazine derivatives of (4-aminophenoxy)acetic acid or of 4-(4-aminophenoxy)butyric acid are comparatively defined. The key steps consist of Williamson etherification of <i>N</i>-masked forms of 4-aminophenol and acidic hydrolysis of the <i>N</i>- and/or <i>O</i>-protected (4-aminophenoxy)alkanoic segments.</p></div>