Addition–cyclisation of 3-(2-thienyl)acryloyl isothiocyanate with hydrazine derivatives as a source of triazoles and thiadiazoles

doi:10.3184/030823409X12474221035136

Paper

Addition–cyclisation of 3-(2-thienyl)acryloyl isothiocyanate with hydrazine derivatives as a source of triazoles and thiadiazoles

Published Aug 1, 2009 · M. Hemdan

Journal of Chemical Research

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Abstract

3-(2-Thienyl)acryloyl isothiocyanate reacts additively with hydrazine hydrate, phenylhydrazine, 2-pyridyl hydrazine, (thio) semicarbazides, as well as benzoyl- and ethoxycarbonyl hydrazine. Simultaneous or subsequent cyclisation of the resulting 1:1 adducts in acidic or alkaline media yields substituted 1,3,4-thiadiazoles or 1,2,4-triazoles respectively.

Study Snapshot

3-(2-thienyl)acryloyl isothiocyanate reacts with hydrazine derivatives to produce substituted 1,3,4-thiadiazoles or 1,2,4-triazoles in acidic or alkaline media.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Addition–cyclisation of 3-(2-thienyl)acryloyl isothiocyanate with hydrazine derivatives as a source of triazoles and thiadiazoles

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References

Synthesis of 1,2,4-triazoles, imidazoles, pyrimidines, quinazolines, 1,3,5-triazines, and 1,3-thiazines from 3-oxo-5,6-diphenyl-2,3-dihydro-pyridazine-4-carbonyl isothiocyanate

This study demonstrates a one-pot synthesis of 1,2,4-triazoles, imidazoles, pyrimidines, quinazolines, 1,3,5-triazines, and 1,3-thiazines from 3-oxo-5,6-diphenyl-2,3-

Novel 1,2,4-oxadiazoles and 1,2,4-thiadiazoles as dual 5-lipoxygenase and cyclooxygenase inhibitors.

Novel 1,2,4-oxadiazoles and 1,2,4-thiadiazoles show oral efficacy in reducing inflammation without gastric ulceration, with the best compounds containing guanidine-derived substituents on the heterocyclic ring.

2,4-Dihydro-3H-1,2,4-triazole-3-thiones as potential antidepressant agents.

This series of compounds shows potential antidepressant activity, with compound 22 showing reduced norepinephrine function in the cerebellum.

Substituted 1,3,4-thiadiazoles with anticonvulsant activity. 2. Aminoalkyl derivatives.

Substituted 1,3,4-thiadiazoles show potent anticonvulsant properties, comparable to standard drugs, but their potency decreases with aryl substitution, chain lengthening, and 2-biphenylyl substitution.

The Preparation of Vinylenedi-Isothiocyanate

This study demonstrates a novel method for preparing vinylenedi-isothiocyanate from imidazole by using the fission of N-heterocyclic compounds in the presence of thiophosgene and base3.

Spot tests in organic analysis

Spot tests are effective for determining purity, examining technical materials, and studying minerals.

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