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HRID 34544作成日:2026年10月24日

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

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

反応式

関与物質

役割名称HCID仕込み量
反応物TetrahydrofuranHCID 8028—
反応物TriethylamineHCID 8471—
反応物S-Ethylisothiuronium bromideHCID 200213—
反応物HCID 14229949HCID 14229949—
生成物6-chloro-3-methylspiro[1H-quinazoline-4,5'-imidazolidine]-2,2',4'-trioneHCID 1422996853.1%

反応手順

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%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04762839
出典データセットuspto-grants-1988_08
ORD IDord-850eaaccdc6e40e698af6ee15b322d76
出典メモuspto-grants-1988_08