Showing papers by "Hanafi H. Zoorob published in 2001"

Synthesis of 5‐(Functionalized acyl)‐1,3‐dialkyl‐Substituted Barbituric and 2‐Thiobarbituric Acids.

Abstract: A sodium derivative of 1,3-dimefhylbarbituric acid or 1,3-diethyl-2-thiobarbituric acid undergoes an efficient monoacylation at C5 by the reaction with ω-chloroalkanoyl chloride or diacid dichloride in the presence of pyridine in tetrahydrofuran. A nucleophilic displacement of the chlorine in a 5-chloroacetyl-bartiburate can be accomplished by using a one-pot procedure. By contrast, a similar transformation of a 5-(chlorobutanoyl)barbituric acid requires intramolecular cyclization in the presence of a nonnucleophilic base followed by treatment with a nucleophile of the resultant 5-[4,5-dihydro(3H)-2-furylidene]barbiturate.