Ring transformations of 5-chloro-1,2,3-thiadiazole-4-carbaldehyde with amines, hydrazines and hydroxylamine

doi:10.1039/P19910000607

Paper

Ring transformations of 5-chloro-1,2,3-thiadiazole-4-carbaldehyde with amines, hydrazines and hydroxylamine

Published 1991 · G. L'abbé, E. Vanderstede, W. Dehaen

Journal of The Chemical Society-perkin Transactions 1

UNKNOWN SJR score

24

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0

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Abstract

5-Chloro-1,2,3-thiadiazole-4-carbaldehyde, prepared in four steps from 1,3-dichloroacetone, reacts with alkyl- and aryl-amines in alcohol solution to give 1,2,3-triazole-4-thiocarboxamides 9a–f. Similarly, hydrazine and N-aminomorpholine furnish the 1,2,3-triazole-4-thiohydrazides 9g and 9h, whereas phenylhydrazine and hydroxylamine yield unrearranged products 8i and 8j. These, however, are transformed into 1,2,3-triazole-4-carboxylic acids 14i and 14j upon storage in dimethyl sulphoxide solution. The mechanism of the rearrangement is discussed.

Study Snapshot

5-chloro-1,2,3-thiadiazole-4-carbaldehyde reacts with amines, hydrazines, and hydroxylamine to produce 1,2,3-triazole-4-thiocarboxamides, 1,2,3-triazole-4-thiohydra

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Ring transformations of 5-chloro-1,2,3-thiadiazole-4-carbaldehyde with amines, hydrazines and hydroxylamine

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References

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This method allows for the synthesis of 1,2,3-thiadiazole-5-carbaldehydes, which can be converted into 6a4-thia-1,2,5,6-tetraazapentalenes, a promising compound for synthesis of novel antimicrobial agents.

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Citations

A novel structural rearrangement reaction of dialkylated derivatives of [Pt2(μ-S)2(PPh3)4] involving Pt-C bond formation.

Dialkylated derivatives of [Pt(2)(-S)(2)(PPh(3))(4)] can form novel Pt-C bonds, with potential applications in catalysis and metallurgy.

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