N,O-ditosylethanolamine as effective reagent for the synthesis of heterocyclic tertiary amine salts

During the synthesis of N-tosylaziridine, two unexpected products were isolated: 1-(2-(p-tolylsulfonamido)ethyl)pyridinium p-tolylsulfonate (3) and N,N,O-tri-(p-tolylsulfonyl)ethanolamine (3a). The structures of 3 and 3a were investigated in solid state by X-ray analysis. A new family of related sal...

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Published inPhosphorus, sulfur, and silicon and the related elements Vol. 191; no. 5; pp. 693 - 698
Main Authors Cherepakhin, Valeriy S., Zaitsev, Kirill V., Churakov, Andrei V., Oprunenko, Yuri F., Zaitseva, Galina S., Karlov, Sergey S.
Format Journal Article
LanguageEnglish
Published ABINGDON Taylor & Francis 03.05.2016
Taylor & Francis Ltd
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
ethanolamines
Physical Sciences
Science & Technology
Sulfonamide
synthesis
X-ray diffraction
synthesis
DESIGN
Sulfonamide
COMPLEXES
X-ray diffraction
CHEMISTRY
RECEPTORS
ethanolamines
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Summary:During the synthesis of N-tosylaziridine, two unexpected products were isolated: 1-(2-(p-tolylsulfonamido)ethyl)pyridinium p-tolylsulfonate (3) and N,N,O-tri-(p-tolylsulfonyl)ethanolamine (3a). The structures of 3 and 3a were investigated in solid state by X-ray analysis. A new family of related salts was obtained using an efficient and facile one-pot synthesis consisting in the interaction between various nitrogen heterocycles and N,O-ditosylethanolamine.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426507.2015.1067207