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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 80182Erstellt: 24. Oktober 2026

Ethyl Acetate → 1-Benzothiazol-6-yl-3-(2,2-dimethoxy-ethyl)-urea

https://huagongshe.com/de/reaction/80182

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
Edukt6-AminobenzothiazoleHCID 68288—
EduktAminoacetaldehyde dimethyl acetalHCID 89728—
EduktTriphosgeneHCID 94429—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt1-Benzothiazol-6-yl-3-(2,2-dimethoxy-ethyl)-ureaHCID 68785445228,8%

Reaktionsschritte

TEA (185 mL, 1.3315 mmol) and triphosgene (138 mg, 0.4660 mmol) were added to a solution of benzothiazol-6-ylamine (200 mg, 1.3315 mmol) in THF (20 mL) at 0° C. The resulting mixture was stirred at room temperature for 3 hours. This was followed by the addition of 2,2-dimethoxy-ethylamine (173 mL, 1.5978 mmol) in THF and TEA (185 mL, 1.3315 mmol) and the stirring was continued for a further 18 hours at room temperature. The reaction was monitored by TLC (50% ethylacetate in hexane). The reaction mixture was concentrated and the concentrate was partitioned between ethylacetate and water. The organic layer was washed with water, brine solution, dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (100% ethylacetate) afforded 300 mg of 1-Benzothiazol-6-yl-3-(2,2-dimethoxy-ethyl)-urea (80.21% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUSRE045173E1
Quelldatensatzuspto-grants-2014_09
ORD IDord-fa3dd9ed285e48509a13759cf84a641d
Quellennotizuspto-grants-2014_09