HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 5-Amino-2-hydroxy-2,4,6-cycloheptatrien-1-one | HCID 23450 | — |
| Edukt | methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide | HCID 54676532 | — |
| Lösungsmittel | O-Xylene | HCID 7237 | — |
| Produkt | 4-hydroxy-2-methyl-N-(2-hydroxy-1-oxo-2,4,6-cycloheptatrien-5-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide | HCID 54712697 | 53,3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04540692 |
| Quelldatensatz | uspto-grants-1985_09 |
| ORD ID | ord-692ec9fc08ed41e7982363ce4136aff3 |
| Quellennotiz | uspto-grants-1985_09 |