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SYNTHESIS AND PROPERTIES OF DIHETERYLAMINES

Methods are described for the preparation of secondary heterocyclic amines containing a pyridine nitrogen atom in the alpha position relative to the amino group.Compounds of this class were prepared: a) from alpha-hetaryl halides and alpha-hetarylamines in presence of barium oxide ( the process is accompanied by intramolecular cyclization, leading to the formation of condensed imidazoles); b) by the cyclization of heterylthioureas with a bromo acetal; c) by the reactions of 2-(methylthio)benzindole hydiodide with alpha-heterylamines.Secondary heterylamines containing a benzindole system exist in the imino form.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics