Synthesis and properties of 2-(2-furyl)benzothiazole

The electrophilic reactions (nitration, bromination, hydroxymethylation, formylation, acylation) and radical substitution reactions (nitration, arylation) of 2-(2-furyl)benzothiazole have been studied. It was found that all of the reactions occur at position 5 of the furan ring. Only nitration in PP...

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Published inChemistry of heterocyclic compounds (New York, N.Y. 1965) Vol. 44; no. 9; pp. 1070 - 1076
Main Authors Melnikova, E. B., Elchaninov, M. M., Milov, A. A., Lukyanov, B. S.
Format Journal Article
LanguageEnglish
Published Boston Springer US 01.09.2008
Springer Nature
Subjects
Chemistry
Chemistry and Materials Science
Chemistry, Organic
Organic Chemistry
Pharmacy
Physical Sciences
Science & Technology
quantum-chemical calculations
substituents orientation
2-(2-furyl)benzothiazole
electrophilic and radical substitution reactions
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Summary:The electrophilic reactions (nitration, bromination, hydroxymethylation, formylation, acylation) and radical substitution reactions (nitration, arylation) of 2-(2-furyl)benzothiazole have been studied. It was found that all of the reactions occur at position 5 of the furan ring. Only nitration in PPA gave the 5',6-dinitro derivative. Quantum-chemical calculation data for the electron density distribution in the neutral and protonated 2-(2-furyl)benzothiazole molecules are given.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-008-0156-8