HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → 3-(3,5-Dichlorophenyl)-2-thioxoimidazolidin-4-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Glycine ethyl ester | HCID 12176 | — |
| Edukt | 3,5-Dichlorophenyl isothiocyanate | HCID 138776 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 3-(3,5-Dichlorophenyl)-2-thioxoimidazolidin-4-one | HCID 22025302 | 82,8% |
Reaktionsschritte
3,5-Dichlorophenylisothiocyanate (5 g, 24.5 mmol) was added by portion to a suspension of the HCl salt of ethyl glycinate (3.4 g, 24.5 mmol) in a mixture of TEA (7.5 ml, 53.9 mmol) and dry DCM (40 ml) while cooling the flask in a water bath. After 60 h at RT, the solution was concentrated to dryness and partitioned between EtOAc and aqueous HCl. The organic layer was washed with water and concentrated. The obtained amorphous solid was washed with Et2O to yield 3-(3,5-dichlorophenyl)-2-thioxoimidazolidin-4-one as an orange solid (5.3 g). 1H NMR (CDCl3): 7.45 (1H, m), 7.25 (2H, m), 4.44 (2H, s).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07078420B2 |
| Quelldatensatz | uspto-grants-2006_07 |
| ORD ID | ord-31b9b3e14509464ea943b6c60dbf1524 |
| Quellennotiz | uspto-grants-2006_07 |