Synthesis and structure of the products of the reactions of 3-chloro-5-methoxy-4-[(4-methylphenyl)sulfanyl]-2(5H)-furanone with N,N-binucleophilic agents |
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| Authors: | L. S. Kosolapova A. R. Kurbangalieva M. F. Valiev O. A. Lodochnikova E. A. Berdnikov G. A. Chmutova |
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| Affiliation: | 1. A. M. Butlerov Chemical Institute of Kazan Federal University, 18 ul. Kremlevskaya, 420008, Kazan, Russian Federation
2. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088, Kazan, Russian Federation
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| Abstract: | Reactions of 3-chloro-5-methoxy-4-[(4-methylphenyl)sulfanyl]-2(5H)-furanone with different nitrogen-containing binucleophilic agents were studied. The reaction with hydrazine monohydrate resulted in the formation of 1,5-dihydro-2H-pyrrol-2-one and pyridazin-3(2H)-one derivatives, whereas the reaction with phenylhydrazine led exclusively to 1-phenylamino-1,5-dihydro-2H-pyrrol-2-one. The reaction with ethylenediamine resulted in the isolation of 1,2-bis[2-oxo-1,5-dihydro-2H-pyrrol-1-yl]ethane: the enantiomeric dl-pair and two poly-morphic modifications of meso-form, which were characterized by X-ray crystallography. |
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