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Nitropyrazoles. 11. Isomeric 1-methyl-3(5)-nitropyrazole-4-carbonitriles in nucleophilic substitution reactions. Comparative reactivity of the nitro group in positions 3 and 5 of the pyrazole ring

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Abstract

With reactions of isomeric 1-methyl-3-nitro- and 1-methyl-5-nitropyrazole-4-carbonitriles with anionic S-, O-, and N-nucleophiles (RSH, PhOH, and 3,5-dimethyl-4-nitropyrazole in the presence of K2CO3 or MeONa), it was shown that for N-substituted 3(5)-nitropyrazoles, the nitro group in position 5 is much more reactive than in position 3.

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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

    I. L. Dalinger, A. A. Zaitsev, T. K. Shkineva & S. A. Shevelev

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  1. I. L. Dalinger
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  2. A. A. Zaitsev
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  3. T. K. Shkineva
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  4. S. A. Shevelev
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Dalinger, I.L., Zaitsev, A.A., Shkineva, T.K. et al. Nitropyrazoles. 11. Isomeric 1-methyl-3(5)-nitropyrazole-4-carbonitriles in nucleophilic substitution reactions. Comparative reactivity of the nitro group in positions 3 and 5 of the pyrazole ring. Russian Chemical Bulletin 53, 580–583 (2004). https://doi.org/10.1023/B:RUCB.0000035641.63102.14

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  • DOI: https://doi.org/10.1023/B:RUCB.0000035641.63102.14

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