Secondary 3-Aminothieno[2,3-b]Pyridine-2-Carboxamides in Reaction with ortho-Formylbenzoic Acid

doi:10.1007/s10593-015-1648-y

Paper

Secondary 3-Aminothieno[2,3-b]Pyridine-2-Carboxamides in Reaction with ortho-Formylbenzoic Acid

Published Feb 13, 2015 · V. Vasilin, D. Lukina, T. Stroganova

Chemistry of Heterocyclic Compounds

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Abstract

The reaction of secondary 3-aminothieno[2,3-b]pyridine-2-carboxamides with ortho-formylbenzoic acid gave angular (±)-7,7a-dihydropyrido[3",2":4',5']thieno[2',3':5,6]pyrimido[2,1-a]isoindole-6,12-diones. The intermediate products, (±)-(1,2,3,4-tetrahydropyrido[3',2':4,5]thieno[3,2-d]pyrimidin-2-yl)benzoic acids, were isolated in some cases. Secondary N-[(5-methylfuran-2-yl)methyl]carboxamides were shown to form linear isoindole-6,8-diones in this reaction. One of the angular isoindole-6,12-dione derivatives was studied by X-ray structural analysis. Dynamic NMR was used to characterize the degenerate intramolecular rotation in molecules of isoindole-6,12-diones.

Study Snapshot

Secondary 3-aminothieno[2,3-b]pyridine-2-carboxamides react with ortho-formylbenzoic acid to produce angular isoindole-6,12-diones and intermediate products.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Secondary 3-Aminothieno[2,3-b]Pyridine-2-Carboxamides in Reaction with ortho-Formylbenzoic Acid

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References

Citations

Reaction of 3-Amino-4,6-diarylthieno[2,3-b]pyridine-2-carboxamides with Ninhydrin

This study reveals that one compound from the reaction of 3-amino-4,6-diarylthieno[2,3-b]pyridine-2-carboxamides with ninhydrin shows a moderate antidote effect against 2,4-D herbicide.

A Domino Ring-Closure Followed by Retro-Diels–Alder Reaction for the Preparation of Pyrimido[2,1-a]isoindole Enantiomers

This study developed a simple method for preparing pyrimido[2,1-a]isoindole derivatives using chiral sources, enabling the synthesis of pyrimidines and pyrimidine-based compounds.