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• W2023323054 abstract "2-Substituierte Thiosemicarbazide 8 werden mit Peressigsaure zu den Thiosemicarbazid-S,S,S-trioxiden 3–6 oxidiert. — 1H-NMR- und IR-spektroskopisch wird gezeigt, das 1,1,2,4-tetrasubstituierte Thiosemicarbazid-S,S,S-trioxide 6 als E,E/E,Z-Isomerengemische vorliegen. Die freien Aktivierungsenthalpien der behinderten Rotation um die C3–N4-Bindung in 6 befinden sich im Bereich von 80–93 kJ/mol. —- Sowohl die Umsetzung 2-mono- und 2,4-disubstituierter Thiosemicarbazid-S,S,S-trioxide 3 und 4 mit Aldehyden und Ketonen als auch die Oxidation von 2-(Methyl)thiosemicarbazonen 12 mit Peressigsaure fuhrt zu den 2-(Methyl)-thiosemicarbazon-S,S,S-trioxiden 7, die mit den 2-Methyl-Δ3-1,2,4-triazolinium-3-sulfonaten 13 in einer Ring-Ketten-Tautomerie stehen. Die Sulfonate 13 reagieren mit Aldehyden zu den 1-Hydroxyalkyl-2-methyl-Δ3-1,2,4-triazolinium-3-sulfonaten 18. Einige Sulfonate 13 konnen zu den 1,2,4-Triazolium-3-sulfonaten 19 oxidiert werden, die ebenfalls durch Reaktion von 4-mono- und 2,4-disubstituierten Thiosemicarbazid-S,S,S-trioxiden 1 und 4 mit Orthoameisensaure-triethylester zuganglich sind.On the Oxidation Products of Carbothioamides, XL. — Preparation and Structure of 2-Substituted Thiosemicarbazide S,S,S-Trioxides, 2-(Methyl)thiosemicarbazone S,S,S-Trioxides, 2-Methyl-Δ3-1,2,4-Triazolinium-3-sulfonates and 1,2,4-Triazolium-3-sulfonates2-Substituted thiosemicarbazides 8 are oxidized with peracetic acid to the thiosemicarbazide S,S,S-trioxides 3–6. —- As is shown by IR and 1H-NMR spectroscopy 1,1,2,4-tetrasubstituted thiosemicarbazide S,S,S-trioxides 6 exist as mixtures of E,E- and E,Z-isomers. The free enthalpy of activation of the hindered rotation about the C3–N4 bond in 6 is found to be in the range of 80–93 kJ/mol. – The reaction of 2-mono- and 2,4-disubstituted thiosemicarbazide S,S,S-trioxides 3 and 4 with aldehydes and ketones as well as the oxidation of 2-(methyl)-thiosemicarbazones 12 with peracetic acid leads to the 2-(methyl)thiosemicarbazone S,S,S-trioxides 7 which exhibit a ring-chain tautomerism with the 2-methyl-Δ3-1,2,4-triazolinium-3-sulfonates 13. The sulfonates 13 react with aldehydes to form 1-hydroxyalkyl-2-methyl-Δ3-1,2,4-triazolinium-3-sulfonates 18. Several sulfonates 13 can be oxidized to the 1,2,4-triazolium-3-sulfonates 19 which can also be prepared by reaction of 4-mono- and 2,4-disubstituted thiosemicarbazide S,S,S-trioxides 1 and 4 with triethyl orthoformate." @default.
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• W2023323054 date "1977-04-18" @default.
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• W2023323054 title "Über die Oxidationsprodukte von Thiocarbonsäureamiden, XL. Darstellung und Struktur 2-substituierter Thiosemicarbazid-S,S,S-trioxide, 2-(Methyl)thiosemicarbazon-S,S,S-trioxide, 2-Methyl-Δ3-1,2,4-triazolinium-3-sulfonate und 1,2,4-Triazolium-3-sulfonate" @default.
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• W2023323054 doi "https://doi.org/10.1002/jlac.197719770312" @default.
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