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Ringtransformation von 3,1-Benzothiazin-2,4-dithionen mit Carbonsäurehydraziden zu substituierten 1,3,4-Thiadiazolen oder (in Gegenwart von Hydroxidionen) zu 3-Acylaminochinazolin-2,4-dithionen

Ring transformation of 3,1-benzothiazin-2,4-dithiones with carbocyclic acid hydrazides to substituted 1,3,4-thiadiazoles or in the presence of hydroxid ions to 3-acylamino-quinazolin-2,4-dithiones

  • Organische Chemie Und Biochemie
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Abstract

The substituted 1,3,4-thiadiazoles4–14 were prepared in one step by reaction of 3,1-benzothiazin-2,4-dithiones1 and3 withRCONHNH2 (R=Me, Ph, substitutedPh, 4-Pyridyl, CONHNH2). Reaction of1 with RCONHNH2 in the presence of HO leads to substituted quinazolin-2,4-dithiones18–20. Under the action of CS2 the yield of19 and20 increases. Possible reaction mechanisms are discussed.

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Leistner, S., Hentschel, K. & Wagner, G. Ringtransformation von 3,1-Benzothiazin-2,4-dithionen mit Carbonsäurehydraziden zu substituierten 1,3,4-Thiadiazolen oder (in Gegenwart von Hydroxidionen) zu 3-Acylaminochinazolin-2,4-dithionen. Monatsh Chem 114, 915–922 (1983). https://doi.org/10.1007/BF00799952

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  • DOI: https://doi.org/10.1007/BF00799952

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