1-(3-Aminopropyl)-5-aryl-4-acyl-3-hydroxy-3-pyrrolin-2-ones (I–X) were prepared via reaction of methyl acylpyruvates and a mixture of aromatic aldehyde and 1,3-diaminopropane in a 1:1:1 molar ratio. The products were converted to hydrochlorides XI–XV in 48–90% yields. 1,3-Di(4-acetyl-3-hydroxy-2-oxo-5-phenyl-3-pyrrolin-1-yl)propane (XVI) was produced in 16% yield via reaction of methyl acetylpyruvate with a mixture of benzaldehyde and 1,3-diaminopropane in a 2:2:1 molar ratio. The biological activity of the 12 products was studied.
The interaction of methyl esters of acylpyruvic acids with a mixture aromatic aldehyde and 1,3-diaminopropane in a molar ratio 1:1:1 leads to 1-(3-aminopropil)-5-aryl-4-acyl-3-hydroxy-3-pyrroline-2-ones (I - X), which can be subsequently transformed into hydrochlorides (XI - XV) with yields within 48 - 90 %. The interaction of methyl ether of acylpyruvic acid with a mixture benzaldehyde and 1,3-diaminopropane in a molar ratio 2:2:1 lead to 1,3-di(4-acetyl-3-hydroxy-2-okso-5-phenyl-3-pyrrolin-1-yl)propane (XVI) with a yield of 16 %. The biological activity of the synthesized compounds has been studied,
A series of l-(5-aryl-4-benzoyl-3-hydroxy-2-oxo-3-pyrrolin-l-yl)-2-(3-benzoylmethylene-2-oxopiperazin-1-yl)ethanes have been obtained with 35–37% yields via reactions of benzoylpyruvic acid methyl ester with a mixture of aromatic aldehyde and diethylenetriamine in a 2: 1: 1 molar ratio.
A series of 1-(5-aryl-4-benzoyl-3-hydroxy-2-oxo-3-pyrrolin-l-yl)-2-(3-benzoylmethylene-2-oxopiperazin-1-yl)ethanes have been obtained with 35 - 37% yields via reactions of benzoylpyruvic acid methyl ester with a mixture of aromatic aldehyde and diethylenetriamine in a 2:1:1 ratio.