Ring closure reactions with nitriles. II. Formation of pyrrolo[1,2‐a] quinazolines and thiazolo[3,2‐a] quinazolines
Stanley Charles Bell, Peter H. L. Wei
Abstract
Stanley Charles Bell, Peter H. L. Wei
Abstract
Abstract 2‐Quinazolinepropionic acids have been obtained from the reactions of potassium cyanide with o‐carboxy‐ or o‐acyl‐3‐chloropropionanilides. Some of these compounds have been cyclized to pyrrolo [1,2‐a] quinazolines. The reaction of an o‐carbethoxy‐2‐chloroacetanilide with potassium thiocyanate formed a 2‐quinazolinylthioacetic acid, which was cyclized to a thiazolo‐[3,2‐a]quinazoline. A mechanism is presented for the formation of these compounds.
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Abstract 2‐Quinazolinepropionic acids have been obtained from the reactions of potassium cyanide with o‐carboxy‐ or o‐acyl‐3‐chloropropionanilides. Some of these compounds have been cyclized to pyrrolo [1,2‐a] quinazolines. The reaction of an o‐carbethoxy‐2‐chloroacetanilide with potassium thiocyanate formed a 2‐quinazolinylthioacetic acid, which was cyclized to a thiazolo‐[3,2‐a]quinazoline. A mechanism is presented for the formation of these compounds.
Key concepts: Chemistry, Potassium thiocyanate, Potassium cyanide, Quinazoline, Ring (chemistry), Thiocyanate, Potassium, Medicinal chemistry