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- W2006183479 abstract "Reaction of 4H-3,1-benzothiazine-4-thiones 1 with S-methylisothiosemicarbazide hydroiodide yields 2-amino-1,3,4-thiadiazoles 2 instead of the expected 1,2,4-triazolo[3,2-c]quinazolines. Structures of compounds 2 have been established by means of 13C-NMR analysis and X-ray crystallography. 3-Amino-4(3H)-quinazolinethiones 4 react with ketene dithioacetals 5 to give the new mesoionic 1,3,4-thiadiazolo[3,2-c]quinazolinylium-2-methanides 6 which undergo ring opening by the action of hydrochloric acid to give 2-methylene-1,3,4-thiadiazoles 7. Compounds 2 are converted into the corresponding oxygen analog 9 by treatment with hydrochloric acid. Herstellung 2-substituierter 1,3,4-Thiadiazole und mesoionischer 1,3,4-Thiadiazol[3,2-c]chinazoline aus 4H-3,1-Benzothiazin-4-thionen oder 3-Amino-4(3H)-chinazolinthionen 4H-3,1-Benzothiazin-4-thione vom Typ 1 reagieren mit S-Methyl-isothiosemicarbazid-hydroiodid zu 2-Amino-1,3,4-thiadiazolen 2 an Stelle der erwarteten 1,2,4-Triazolo[3,2-c]chinazoline. Die Strukturaufklärung von 2 gelang durch Röntgenstrukturanalyse und 13C-NMR-Spektroskopie. Die 3-Amino-4(3H)-chinazolin-thione 4 reagieren mit Keten-dithioacetalen 5 zu neuartigen mesoionischen 1,3,4-Thiadiazolo[3,2-c]chinazolinylium-2-methaniden 6. Letztere erleiden Ringöffnung durch Salzsäure unter Bildung von 2-Methylen-1,3,4-thiadiazolen 7. Die Verbindungen 2 lassen sich durch Behandlung mit Salzsäure in die entsprechenden O-Analoga 9 umwandeln." @default.
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- W2006183479 title "Preparation of 2-substituted 1,3,4-thiadiazoles and mesoionic 1,3,4-thiadiazole[3,2-c]quinazolines from 4H-3,1-benzothiazine-4-thiones or 3-amino-4(3H)-quinazolinethiones" @default.
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- W2006183479 doi "https://doi.org/10.1002/jlac.198819880206" @default.
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