JOURNAL ARTICLE

Reaction of 5-Substituted 2-Amino-2-oxazolines with Ethoxycarbonyl Isothiocyanate

Abstract

&&&t -The reaction of 2-amino-2-oxazolines wilh ethoxycarbonyl isothiocyanate was found to give only 2,3,6,7-tetrahydro-4Hoxazolo[3,2-a]-l,3,5-triazin-2-one-4-thiones, the structure of which was confirmed by X-ray crystallographic analysis.The direction of attack seems to be related to the more potent nuclwphilic character of the endo nitrogen atom in 2-amino-2-oxazolines.In basic conditions the oxazoline ring can be easily hydrolyzed leading to 1-substituted 135-triazin-2,4-dione-6-thione.

Keywords:
Chemistry Isothiocyanate Oxazoline Nitrogen atom Hydrolysis Ring (chemistry) Stereochemistry Phenyl isothiocyanate Medicinal chemistry Character (mathematics) Organic chemistry Catalysis

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