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Synthesis and ionization constants of N-(4-carbethoxy-5-pyrazolyl)amidines

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Abstract

A number of N-(4-carbethoxy-5-pyrazolyl) amidines were synthesized by the reaction of acetals of amides and lactams with 4-carbethoxy-5-aminopyrazole, and their ionization constants in 50% alcohol were measured. It is shown that the increased basicities of the amidines obtained from the lactam acetals and dimethylacetamide acetal as compared with the basicity of N-(4-carbethoxy-5-pyrazolyl)-N′,N′-dimethylformamidine are due to the smaller degree of steric hindrance to conjugation in the latter.

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Communication XXIV from the series “Acetals of lactams and acid amides.” See [1] for communication XXIII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 379–381, March, 1978.

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Granik, V.G., Sochneva, E.O. & Persianova, I.V. Synthesis and ionization constants of N-(4-carbethoxy-5-pyrazolyl)amidines. Chem Heterocycl Compd 14, 310–312 (1978). https://doi.org/10.1007/BF00470566

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  • DOI: https://doi.org/10.1007/BF00470566

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