Tolazamide

<h2 id="synthesis">Synthesis</h2>

<p>para-Toluenesulfonamide is converted to its <a href="/facts/Carbamate/3lNmyxgQ">carbamate</a> with <a href="/facts/Ethyl_chloroformate/1BleLHtC">ethyl chloroformate</a> in the presence of a base. Heating that intermediate with 1-amino-<a href="/facts/Azepane/zmdKWxyq">azepane</a> leads to the displacement of the ethoxy group and the formation of tolazemide:<a class="footnote-ref" id="fnref:1" href="#fn:1"><sup>1</sup></a>
</p><p>Azepane proper would lead to [13078-23-4].
</p>

<h2 id="external-links">External links</h2>
<ul><li><a href="https://medlineplus.gov/druginfo/meds/a682482.html">"Tolazamide"</a>. <i>Medline Plus</i>. U.S. National Library of Medicine.</li></ul>

<h2 id="references">References</h2>

<ol>
<li id="fn:1"><p>Wright JB, Willette RE (July 1962). "Antidiabetic Agents. N4-Arylsulfonylsemicarbazides". Journal of Medicinal and Pharmaceutical Chemistry. 91 (4): 815–22. doi:10.1021/jm01239a016. PMID 14056414. <a href="/wiki/Doi_(identifier)" target="_blank">/wiki/Doi_(identifier)</a> <a href="#fnref:1" class="footnote-back-ref">↩</a></p></li>
</ol>

Tolazamide open-in-new

Tolazamide