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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1719499Erstellt: 27. Oktober 2026

5-Amino-2-hydroxy-2,4,6-cycloheptatrien-1-one → 4-hydroxy-2-methyl-N-(2-hydroxy-1-oxo-2,4,6-cycloheptatrien-5-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide

https://huagongshe.com/reaction/1719499

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-Amino-2-hydroxy-2,4,6-cycloheptatrien-1-oneHCID 23450—
Eduktmethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxideHCID 54676532—
LösungsmittelO-XyleneHCID 7237—
Produkt4-hydroxy-2-methyl-N-(2-hydroxy-1-oxo-2,4,6-cycloheptatrien-5-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxideHCID 5471269753,3%

Reaktionsschritte

In a nitrogen atmosphere, a solution of methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (0.54 g) and 5-amino-2-hydroxy-2,4,6 -cycloheptatrien-1-one (0.33 g) in xylene (15 ml) is refluxed for 7.5 hours. The reaction mixture is then allowed to stand at room temperature overnight. The crystals that have separated out are collected by filtration and recrystallized from dimethylformamidemethanol to give 4-hydroxy-2-methyl-N-(2-hydroxy-1-oxo-2,4,6-cycloheptatrien-5-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide (0.4 g), m.p. 258°-265° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04540692
Quelldatensatzuspto-grants-1985_09
ORD IDord-692ec9fc08ed41e7982363ce4136aff3
Quellennotizuspto-grants-1985_09