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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 904169Erstellt: 25. Oktober 2026

creatinine → 1-(5-Bromo-2-thienyl)-3-(tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene) urea

https://huagongshe.com/reaction/904169

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktcreatinineHCID 588—
EduktWaterHCID 962—
Edukt2-Bromo-5-isocyanatothiopheneHCID 23333774—
LösungsmittelTolueneHCID 1140—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-(5-Bromo-2-thienyl)-3-(tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene) ureaHCID 13599733429,6%

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

To a stirred suspension of 3.0 g (26 mM) of creatinine in 30 ml of anhydrous DMF was added a solution of 5.0 g (26.5 mM) of 5-bromo-2-thienyl isocyanate in 15 ml of toluene. The resulting mixture was heated at 75° C. for 3 hrs., cooled, and poured into 200 ml of water. The precipitate was collected, washed with ethanol and ether, and air-dried. The solid was dissolved in 250 ml hot acetone, treated with charcoal, filtered, and the filtrate diluted with water (250 ml). The resulting precipitate was collected, washed with acetone and then ether. Air-drying gave 2.3 g of the above urea as a buff powder, m.p. 192°-193° C. (dec.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04230713
Quelldatensatzuspto-grants-1980_10
ORD IDord-fbcc51154ef34c1090a8298350c4eede
Quellennotizuspto-grants-1980_10