Condensation of diethyl allyl( l-methyl-2-pentynyI )malonate with methylurea gave a mixture of the a-and /3-forms of 5-allyl-l-methyl-5-(l-methyl-2-pentynyl)barbituric acid. The -form was conveniently prepared by condensation of ethyl allyl(l-methyl-2-pentynyl)cyanoacetate with methylurea, followed by acid hydrolysis of the imino derivative (I).The /3-form was prepared by acid hydrolysis of 5-allyl-4-imino-l-methyl-5-(l-methyl-2-pentvnyl)barbituric acid, which was prepared by Ari-methylation of 5-allyl-4-imino-5-(l-methyl-2-pentynyl)barbituric acid. The -racemate was resolved at the imino stage, while the /3-stereoisomers were obtained by allylation of d-and Z-l-methyl-5-(l-methyl-2-pentynyl)barbituric acid. A study was made of the anesthetic activity of the enantiomorphs in relation to their chemical structure.
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