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Interaction of diketene with ammonia and amides of carboxylic acids

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The reaction of diketene with ammonia, acetoacetamide formamide, and acetamide leads to the formation of 2,4-dihydroxy-3-acetyl-6-methylpyridine, which is also produced in the hydrolytic cleavage of the thioureide and 1′-phenylureide of 2,6-dimethylpyronecarboxylic acid.

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Literature cited

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    F. Chick and N. T. M. Wilsmoro, J. Chem. Soc.,97, 1978 (1910).

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    The Chemistry of Heterocyclic Compounds, Pyridine and Its Derivatives, Interscience Publishers,3, New York (1962), p. 686.

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    V. I. Gunar and S. I. Zav'yalov, Izv. AN SSSR, Ser. Khim., 747 (1965).

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Gunar, V.I., Ovechkina, L.F. & Zav'yalov, S.I. Interaction of diketene with ammonia and amides of carboxylic acids. Russ Chem Bull 14, 1850–1852 (1965). https://doi.org/10.1007/BF00850177

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  • Ammonia
  • Amide
  • Carboxylic Acid
  • Formamide
  • Acetamide