REACTIONS OF AMIDINES WITH 5-METHYLENE-1,3-DIOXOLAN-2-ONES

Authors

  • A. A. Bogolyubov N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991
  • N. B. Chernysheva N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991
  • V. V. Nesterov A. N. Nesmeyanov Institute of Organoelement Compounds, 117813 Moscow
  • M. Yu. Antipin A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow 119991
  • V. V. Semenov A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow 119991

Keywords:

2-aminopyridines, 2-aminopyrimidines, 2-aminothiazoles, 4-hydroxyoxazolidin-2-ones, 5-methylene-1,3-dioxolan-2-ones, 4-methyleneoxazolidin-2-ones, sym-carbamides, carbamates

Abstract

The composition and yields of the products from the reaction of 4,4-dialkyl-5-methylene-1,3-dioxolan-2-ones with amidines depend on the structure of the initial amidine and on the reaction conditions. 2-Aminopyridines lead to 3-substituted 4-hydroxy-4-methyloxazolidin-2-ones and 4-methylene-oxazolidin-2-ones and also to sym-carbamides. 2-Amino-4,6-dimethylpyrimidine leads to the corresponding 4-methyleneoxazolidin-2-one. 3-Aminothiazoles give linear oxourethanes and sym-carbamides.

How to Cite
Bogolyubov, A. A.; Chernysheva, N. B.; Nesterov, V. V.; Antipin, M. Yu.; Semenov, V. V. Chem. Heterocycl. Compd. 2004, 40, 992. [Khim. Geterotsikl. Soedin. 2004, 1152.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000046687.48079.62

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Published

2004-08-25

Issue

No. 8 (2004)

Section

Original Papers