Synthesis and mass spectra of 4-mono- and 4,4-disubstituted 5,6-tetramethylenetetrahydro-1,3-oxazine-2-thiones
β Scribed by A. V. Peretokin; A. S. Moskovkin; I. V. Miroshnichenko; M. Ya. Botnikov; Yu. F. Malina; B. V. Unkovskii
- Book ID
- 104781639
- Publisher
- Springer US
- Year
- 1989
- Tongue
- English
- Weight
- 326 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0009-3122
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β¦ Synopsis
The syntheses and mass spectra of 5,6-tetramethylenetetrahydro-l,3-oxazine-2thione and its 4-mono-and 4,4-disubstituted analogs are reported. The primary decay processes under electron impact are loss of the 1,3-oxazine ring, formation of hydrocarbon ions, and rearrangement of the [M -C6H9] + ion.
The present work is a continuation of earlier studies on the synthesis and decay under electron impact of substituted tetrahydro-l,3-oxazine-2-thiones [i-3]. We have now synthesized and examined the mass spectra of bicyclic analogs of these compounds, 5,6-tetramethylenetetrahydro-l,3-oxazine-2-thione(I) [4] and the previously unknown 4-mono-and 4,4-disubstituted 5,6-tetramethylenetetrahydro-l,3-oxazine-2-thiones (II-VI).
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## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract Facile and convenient methods for the preparation of a variety of 2,6βdisubstituted 4__H__β1,3βoxazinβ4βones 3 by three complementary methods are described. Treatment of the branched aliphatic imidate 2c,d with diketene 1 in the presence of a catalytic amount of acetic acid affords 2βsu