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Synthesis of 2-lsothiocyanatotetrahydropyran and Its Reactions with Amines and Alcohols

L. Kniežo, J. Bernát, and M. Martinková

Department of Organic Chemistry, Faculty of Natural Sciences, P. J. Šafárik University, SK-041 67 Košice

 

Abstract: By the reaction of PO(NCS)3 or (PhO)2PONCS with 2-hydroxytetrahydropyran, 2-isothiocyanatotetrahydropyran was formed in a good yield. This, after addition of amines or alkoxides afforded expected thioureas and thiocarbamates, respectively. After addition of substituted anilines, only monosubstituted arylthioureas were isolated from the reaction mixture. Addition of phenol or 2-naphthol gave corresponding 2-tetrahydropyranylaryl ethers. By using of mesitylnitrile oxide, the obtained thioureas and thiocarbamates were converted into the corresponding ureas and carbamates, respectively.

Full paper in Portable Document Format: 482a103.pdf

 

Chemical Papers 48 (2) 103–107 (1994)

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