A tandem of the Cornforth rearrangements of 4-(1,2,3-triazol-1-yl)iminomethyl-1,2,3-thiadiazole

The method for the synthesis of 5-(2,6-dimethylmorpholino)-1,2,3-thiadiazole-4-carbaldehyde was proposed. Its reaction with sodium 1-amino-4-(N-methyl)carbamoyl- 1,2,3-triazol-5-olate proceeds through a tandem of the Cornforth rearrangements. The initially formed azomethine isomerizes into sodium 4&...

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Bibliographic Details
Published inRussian chemical bulletin Vol. 50; no. 2; pp. 268 - 271
Main Authors Glukhareva, TV, Morzherin, YY, Savel'eva, EA, Rozin, YA, Tkachev, AV, Bakulev, VA
Format Journal Article
LanguageEnglish
Published NEW YORK Springer Nature 01.02.2001
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
diazomalonamide
Cornforth rearrangement
MOLECULAR-REARRANGEMENTS
1,2,3-triazole
1,2,3-thiadiazole
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Summary:The method for the synthesis of 5-(2,6-dimethylmorpholino)-1,2,3-thiadiazole-4-carbaldehyde was proposed. Its reaction with sodium 1-amino-4-(N-methyl)carbamoyl- 1,2,3-triazol-5-olate proceeds through a tandem of the Cornforth rearrangements. The initially formed azomethine isomerizes into sodium 4'-(2,6-dimethylmorpholino)thiocarbonyl-4-(N-methyl)carbamoyl- 1,1'-bis[1,2,3]triazolyl-5-olate, which then rearranges to give sodium 4-{N-{4-(2,6-dimethylmorpholinothiocarbonyl)-1,2,3-triazol-1-yl]carbamoyl}-1-methyl-1,2,3-triazol-5-olate.
ISSN:1066-5285
1573-9171
DOI:10.1023/A:1009582402351