Aðferð til framleiðslu á 3- og 5- greinóttar (substituted) 1, 2, 3, 4-oxatriazole-5- imine efnasamböndum

3- and 5-substituted 1,2,3,4-oxatriazole-5-imine compounds of general formula (I) wherein R is the same or different groups and represents alkyl or alkoxy groups having 1 to 3 carbon atoms, halogen, trifluoromethyl, nitro, cyano, phenyl or alkylsulphonyl groups, n is 1 to 3, X is -SO2 or -C(O)NH-, Y...

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Bibliographische Detailangaben
Hauptverfasser: HERBERT FRITZ PREIKSCHAT, TIM NISS CORELL, GUNNAR LEO KARUP, BOERGE INGVAR FRISCH ALHEDE, SOEREN BOLS PEDERSEN
Format: Patent
Sprache:ice
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Zusammenfassung:3- and 5-substituted 1,2,3,4-oxatriazole-5-imine compounds of general formula (I) wherein R is the same or different groups and represents alkyl or alkoxy groups having 1 to 3 carbon atoms, halogen, trifluoromethyl, nitro, cyano, phenyl or alkylsulphonyl groups, n is 1 to 3, X is -SO2 or -C(O)NH-, Y is -(CHR )m-, wherein m = 1 to 4, and R means -CH2-aryl, alkyl, hydrogen or a direct bond, and Q means 10-camphoryl, --C(O)O-alkyl, aryl, -SO2-alkyl or -SO2-aryl, are prepared by ring closing a 1-arylthiosemicarbazide derivative of general formula (II) wherein R and n have the same meaning as in formula (I), by treatment with alkyl nitrite having 1 to 6 carbon atoms or alkali metal nitrite under acidic conditions at 0 to 10 DEG C, whereafter the resulting salts is converted into the corresponding free compound, which is subsequently reacted with a compound of the type C1SO2-Y-Q or O=C=N-Y-Q, wherein Y and Q have the same meaning as in formula (I).