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HRID 34544Erstellt: 24. Oktober 2026

Tetrahydrofuran → 6-chloro-3-methylspiro[1H-quinazoline-4,5'-imidazolidine]-2,2',4'-trione

https://huagongshe.com/de/reaction/34544

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktTriethylamineHCID 8471—
EduktS-Ethylisothiuronium bromideHCID 200213—
EduktHCID 14229949HCID 14229949—
Produkt6-chloro-3-methylspiro[1H-quinazoline-4,5'-imidazolidine]-2,2',4'-trioneHCID 1422996853,1%

Reaktionsschritte

5-Chloro-1-methylcarbamoylisatin (4.0 g) is dissolved in tetrahydrofuran (40 ml) and thereto are added 2-ethylisothiourea hydrobromide (4.0 g) and triethylamine (3.0 ml), and the mixture is stirred at room temperature for one hour. The reaction mixture is concentrated under reduced pressure to remove the solvent. To the residue [i.e. 6-chloro- 3-methyl-4-hydroxy-4-(2-ethylisothioureido)carbonyl-2-oxo-1,2,3,4-tetrahydroquinazoline] is added 10% hydrochloric acid (50 ml), and the mixture is stirred at 70°-80° C. for 3 hours. After cooling, the precipitates are taken by filtration to give 6-chloro-3-methyl-spiro[1,2,3,4-tetrahydroquinazoline-4,4'-imidazolidine]-2,2',5'-trione (2.5 g, yield 53.1%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04762839
Quelldatensatzuspto-grants-1988_08
ORD IDord-850eaaccdc6e40e698af6ee15b322d76
Quellennotizuspto-grants-1988_08