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2,2,4‐Trisubstituted 2 H ‐1,3‐Oxazetes ‐ A New Type of Heterocycles ‐ A Reinvestigation
Author(s) -
Walter Wolfgang,
Ruback Wulf
Publication year - 1982
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198219820206
Subject(s) - chemistry , methanethiol , methyl iodide , yield (engineering) , methanol , alkylation , hydride , lithium iodide , iodide , medicinal chemistry , lithium (medication) , hydrogen iodide , proton nmr , organic chemistry , sulfur , iodine , hydrogen , catalysis , medicine , materials science , electrode , electrolyte , metallurgy , endocrinology
The recently described reaction between lithium hydride and addition products of acyl isothio‐cyanates with amines, methanol, and methanethiol in DMF followed by alkylation with methyl iodide is shown not to generate a new class of heterocycles – 2,2,4‐trisubstituted 2 H ‐1,3‐oxazetes – but to yield N ‐acyl isothioureas, N ‐acyl mono‐, and ‐dithioisocarbamates, respectively. The structures are confirmed by IR, mass, 1 H‐NMR, and 13 C‐NMR spectra.