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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 409293Erstellt: 24. Oktober 2026

Potassium Carbonate → [5-(2-Methyl-benzothiazol-6-yloxy)-1,3-dioxo-1,3-dihydro-isoindol-2-yl]-acetic acid ethyl ester

https://huagongshe.com/de/reaction/409293

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-Methyl-1,3-benzothiazol-6-olHCID 759304—
Edukt(5-Nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl esterHCID 784823—
LösungsmittelDimethylacetamideHCID 31374—
Produkt[5-(2-Methyl-benzothiazol-6-yloxy)-1,3-dioxo-1,3-dihydro-isoindol-2-yl]-acetic acid ethyl esterHCID 6711094242,6%

Reaktionsbedingungen

Temperatur105 °C

Reaktionsschritte

A mixture of 2-methyl-benzothiazol-6-ol (2.30 g, 13.92 mmol), 5-nitro-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester (4.26 g, 15.31 mmol), potassium carbonate (2.3 g, 16.64 mmol) and dimethylacetamide (30 mL) was stirred at 105° C. for twenty hours before it was cooled to room temperature and partitioned between ethyl acetate and water. The organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo and the residue was purified by flash column chromatography on silica gel with a gradient of ethyl acetate and dichloromethane to give the title compound as a yellow solid (2.35 g): MS: (+) m/z 397.19 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08759373B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-3c8457df5c514c929bbe6e2e5e76f01f
Quellennotizuspto-grants-2014_06