M. Mazharuddin, G. Thyagarajan
1969
Citations
0
Influential Citations
13
Citations
Journal
Tetrahedron
Abstract
Abstract Several 2H-1,4-benzoxazin-3-thiones have been newly prepared. UV, IR and NMR studies establish that the predominant tautomer in these potentially tautomeric compounds is the thiolactam form. Methylation gives the S-Me and not the N-Me derivative. NMR spectroscopy is useful in distinguishing between isomeric benoxazine structures and between exocyclic and endocyclic double bonds in the hetero ring. Nucleophilic displacement reactions have been carried out on 2H-1,4-benzoxazin-3-thione and its S-Me and N-Me derivatives using hydrazine hydrate, morpholine, cyclohexylamine and aniline. In each case NMR has been used to ascertain the structure of the reaction product.