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Three-component reaction of methyl 2,4-dioxo-4-phenylbutanoate and methyl 2,4-dioxopentanoate with aromatic aldehydes and propane-1,2-diamine and chemical properties of the products

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Abstract

The reactions of methyl 2,4-dioxo-4-phenylbutanoate and methyl 2,4-dioxopentanoate with a mixture of an aromatic aldehyde and propane-1,2-diamine, depending on the initial reactant ratio, gave 4-acyl-1-(2-aminopropyl)-5-aryl-3-hydroxy-2,5-dihydro-1H-pyrrol-2-ones and 1,1′-(propane-1,2-diyl)bis(4-acetyl-3-hydroxy-5-phenyl-2,5-dihydro-1H-pyrrol-2-one). Reactions of substituted 1-(2-aminopropyl)-2,5-dihydro-1H-pyrrol-2-ones with aromatic amines and hydrazines were studied, and the structure of one of the products, 5-(2-aminopropyl)-3,4-diphenylpyrrolo[3,4-c]pyrazol-6-one, was proved by X-ray analysis.

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References

  1. Gein, V.L. and Kasimova, N.N., Russ. J. Gen. Chem., 2005, vol. 75, p. 254.

    Article  CAS  Google Scholar 

  2. Khan, M.S.Y. and Gupta, M., Pharmazie, 2002, vol. 57, p. 377.

    CAS  Google Scholar 

  3. Gein, V.L., Shumilovskikh, E.V., Voronina, E.V., Saraeva, R.F., Gein, L.F., Ugrak, B.I., and Andreichikov, Yu.S., Russ. J. Gen. Chem., 1994, vol. 64, p. 1084.

    Google Scholar 

  4. Altomare, A., Cascarano, G., Giacovazzo, C., and Gualardi, A., J. Appl. Crystallogr., 1993, vol. 26, p. 343.

    Article  Google Scholar 

  5. Sheldrick, G.M., SHELX97. Programs for Crystal Structure Analysis, Göttingen, Germany: Univ. Göttingen, 1998.

    Google Scholar 

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Correspondence to V. L. Gein.

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Original Russian Text © V.L. Gein, N.N. Kasimova, Z.G. Aliev, M.I. Vakhrin, 2010, published in Zhurnal Organicheskoi Khimii, 2010, Vol. 46, No. 6, pp. 879–887.

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Gein, V.L., Kasimova, N.N., Aliev, Z.G. et al. Three-component reaction of methyl 2,4-dioxo-4-phenylbutanoate and methyl 2,4-dioxopentanoate with aromatic aldehydes and propane-1,2-diamine and chemical properties of the products. Russ J Org Chem 46, 875–883 (2010). https://doi.org/10.1134/S1070428010060163

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  • DOI: https://doi.org/10.1134/S1070428010060163

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