SOME PROPERTIES OF 1-HYDROXY-1<i>H</i>-IMIDAZOLE-2-CARBOXYLIC ACID ESTERS

Authors

  • Elena B. Nikolaenkova N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Akademika Lavrentieva Ave., Novosibirsk 630090
  • Stanislav Yu. Grishchenko N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Akademika Lavrentieva Ave., Novosibirsk 630090
  • Vyacheslav I. Krasnov N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Akademika Lavrentieva Ave., Novosibirsk 630090
  • Alexsei Ya. Tikhonov N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Akademika Lavrentieva Ave., Novosibirsk 630090

Keywords:

amides, esters of 1-hydroxy-1H-imidazole-2-carboxylic acids, hydrazides, alkylation, bromination, nitration, reduction

Abstract

The corresponding amides and hydrazides were obtained by the reaction of 1-hydroxy-1H-imidazole-2-carboxylates with amines and hydrazine. In the reaction of an ester of 1-methoxy-4-methyl-5-(thiophen-2-yl)-1H-imidazole-2-carboxylic acid with NBS, bromination occurred at the thiophene ring, whereas in the reaction with 1,3-dibromo-5,5-dimethylhydantoin it took place at both the methyl group and the thiophene ring; its nitration led to mononitro- or dinitrothiophene derivatives. The reaction of 1-hydroxy-1H-imidazole-2-carboxylates with chloroacetone in Me2CO in the presence of Et3N resulted in the formation of reduced compounds.

Author Biography

Alexsei Ya. Tikhonov, N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Akademika Lavrentieva Ave., Novosibirsk 630090

д.х.н., доцент, г.н.с. Лаборатории гетероциклических соединений

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Published

2024-12-13

Issue

Vol. 60 No. 9/10 (2024)

Section

Original Papers