HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanol → 1-Naphthalen-2-yl-imidazolidin-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Urea, 1-(2-chloroethyl)-3-(2-naphthyl)- | HCID 256650 | — |
| Lösungsmittel | Chloroform | HCID 6212 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-Naphthalen-2-yl-imidazolidin-2-one | HCID 59636167 | 94% |
Reaktionsschritte
1-(2-Chloro-ethyl)-3-naphthalen-2-yl-urea (I-79a: 750 mg, 3.01 mmol) in dry DMF (10 mL) was added to a stirred solution of sodium hydride (150 mg, 3.1 mmol) in THF (10 mL) at 0° C. The reaction temperature was maintained at room temperature for 30 minutes. The reaction was monitored by TLC (5% MeOH in chloroform, double run). The reaction mixture was quenched with MeOH at 0° C., concentrated under reduced pressure and partitioned between ice water and chloroform. The organic layer was dried over Na2SO4, and concentrated under reduced pressure to afford 600 mg (94% yield) of 1-naphthalen-2-yl-imidazolidin-2-one.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08263635B2 |
| Quelldatensatz | uspto-grants-2012_09 |
| ORD ID | ord-147c786f8e224fc7a174188866e20021 |
| Quellennotiz | uspto-grants-2012_09 |