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Cyclization of the hydrazides of vicinal phenylethynyl derivatives of N-methylpyrazole-5-carboxylic and benzoic acids

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The hydrazides of vicinal phenylethynyl derivatives of N-methylpyrazole-5-carbo-xylic and benzoic acids are respectively cyclized into 6,7-dihydro-6-amino-1-methyl-5-phenylpyrido[3,4-c]pyrazol-7-one and 2-amino-3-benzylideneisoindolin-1-one under the effect of bases.

  2. 2.

    The hydrazide of 4-phenylethynyl-1-methylpyrazole-5-carboxylic acid and the cyclic isomer of tolan-2-carboxylic acid hydrazide, 2-amino-3-benzylideneisoindolin-1-one, are isoraerized in the presence of CuCl with closure of the six-membered pyridazine ring.

  3. 3.

    6,7-Dihydro-6-amino-1-methyl-5-phenylpyrido[3,4-c]pyrazol-7-one and 2-amino-3-benzylideneisoindolin-1-one are deaminated in oxidation with air in the presence of CuCl.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1367–1370, June, 1985.

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Vasilevskii, S.F., Pozdnyakov, A.V. & Shvartsberg, M.S. Cyclization of the hydrazides of vicinal phenylethynyl derivatives of N-methylpyrazole-5-carboxylic and benzoic acids. Russ Chem Bull 34, 1250–1253 (1985). https://doi.org/10.1007/BF00956093

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  • DOI: https://doi.org/10.1007/BF00956093

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