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

S. F. Vasilevskii, A. V. Pozdnyakov, M. S. Shvartsberg

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

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. 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. 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.

Original languageEnglish
Pages (from-to)1250-1253
Number of pages4
JournalBulletin of the Academy of Sciences of the USSR Division of Chemical Science
Volume34
Issue number6
DOIs
Publication statusPublished - 1 Jun 1985
Externally publishedYes

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Benzoates
Cyclization
Carboxylic Acids
Derivatives
Charcoal
Isomers
Oxidation
Air
pyridazine

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Cyclization of the hydrazides of vicinal phenylethynyl derivatives of N-methylpyrazole-5-carboxylic and benzoic acids. / Vasilevskii, S. F.; Pozdnyakov, A. V.; Shvartsberg, M. S.

In: Bulletin of the Academy of Sciences of the USSR Division of Chemical Science, Vol. 34, No. 6, 01.06.1985, p. 1250-1253.

Research output: Contribution to journalArticle

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AB - 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. 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. 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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