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Amidine-Induced Ring Transformation of a Substituted 1,1-Dioxo-1,2-thiazine-4-carbaldehyde into New Pyrimidine Derivatives

✍ Scribed by Fanghänel, Egon ;Bartossek, Hagen ;Baumeister, Ute ;Hartung, Helmut

Publisher: John Wiley and Sons
Year: 1997
Tongue: English
Weight: 440 KB
Volume: 1997
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.199719971230

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✦ Synopsis

Abstract

As a masked 1,3‐dicarbonyl compound, the 1,1‐dioxo‐2H‐1,2‐thiazine‐4‐carbaldehyde 1 undergoes ring transformation with amidines to produce 2‐substituted 4‐methyl‐5‐[1‐methyl‐2‐methylthio‐2‐(N‐phenylsulfamoyl)vinyl]pyrimidines 3a–f. For 3b, an X‐ray structure analysis is reported. From the 4‐methyl‐2‐methylthio‐5‐[1‐methyl‐2‐methylthio‐2‐(N‐phenylsulfamoyl)vinyl]pyrimidine (3e), the substituted pyrimidinone 4 is obtained by acidic hydrolysis.

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