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Reactions of β-aminopropionic acid N"-acylhydrazides with carbonyl compounds

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Abstract

The reactions of β-aminopropionic acid N"-acylhydrazides with aromatic and heterocyclic aldehydes and acetone afford compounds that exist in solutions predominantly as mixtures of 2-substituted 3-acylaminotetrahydropyrimidin-4-ones (ATHP) and tautomeric Schiff"s bases. These compounds in the crystalline state probably have structures of ATHP. The ratio of tautomers depends on the type of substituent in the aromatic ring and solvent. The reactions of 2-aryl-3-benzamidotetrahydropyrimidin-4-ones with carboxylic or sulfonic acid chlorides afford derivatives of 1-acyl- and 1-tosyl-3-benzamidotetrahydropyrimidin-4-ones.

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References

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    G. A. Smirnov, E. P. Sizova & O. A. Luk"yanov

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  1. G. A. Smirnov
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  2. E. P. Sizova
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  3. O. A. Luk"yanov
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Smirnov, G.A., Sizova, E.P. & Luk"yanov, O.A. Reactions of β-aminopropionic acid N"-acylhydrazides with carbonyl compounds. Russian Chemical Bulletin 53, 635–640 (2004). https://doi.org/10.1023/B:RUCB.0000035649.77800.28

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  • DOI: https://doi.org/10.1023/B:RUCB.0000035649.77800.28

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