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Alkylation of 1,5-benzothiazepin-4(5H)-one (1) with dimethyl sulfate and base yields the N-methyl compound 2 whereas with trimethyloxonium fluoroborate the lactimether 3, a simple derivative of the unknown, 1,4-thiazepine is obtained. Compound 3 eliminates sulfur on heating in toluene, yielding 2-methoxy-quinoline. Oxidation of 3 with peracid produces the stable 1,1- dioxide (4).

zeitschrift für naturforschung b

Heterocyclische Siebenring-Verbindungen, XXX  Synthese und Eigenschaften von 4-Methoxy-1,5-benzothiazepin, einem einfachen Vertreter des 1,4-Thiazepin-Ringsystems/ Heterocyclic Seven-Membered Ring Compounds, XXX  Synthesis and Properties of 4-Methoxy-1,5-benzothiazepine, a Simple Derivative of the 1,4-Thiazepine Ring System