Structure of 2,6-dinitrophenylsulfanylethanenitrile and 2,4,6-trinitrophenylsulfanylethanenitrile and their ring closure giving 2-cyanobenzo[d]thiazole-3-oxides

The base-catalysed ring closure of 2,6-dinitrophenylsulfanylethanenitrile and 2,4,6-trinitrophenylsulfanylethanenitrile gives 2-cyano-7-nitrobenzo[d]thiazole-3-oxide and 2-cyano-5,7-dinitrobenzo[d]thiazole-3-oxide, respectively. Structure of the starting phenylsulfanyl-ethanenitriles has been studie...

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Bibliographic Details
Published inHeterocycles Vol. 75; no. 6; pp. 1425 - 1433
Main Authors Cerny, Jiri, Bertolasi, Valerio, Hanusek, Jiri, Machacek, Vladimir
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.06.2008
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
2-cyanobenzo[d]thiazole-3-oxide
ring closure reaction
KINETICS
acid-base catalysis
METHYL
crystal structure
DERIVATIVES
phenylsulfanylethanenitrile
CYCLIZATION
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Summary:The base-catalysed ring closure of 2,6-dinitrophenylsulfanylethanenitrile and 2,4,6-trinitrophenylsulfanylethanenitrile gives 2-cyano-7-nitrobenzo[d]thiazole-3-oxide and 2-cyano-5,7-dinitrobenzo[d]thiazole-3-oxide, respectively. Structure of the starting phenylsulfanyl-ethanenitriles has been studied both in crystal and in solution.
ISSN:0385-5414
DOI:10.3987/COM-08-11322