HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium hydride → 4-[2-(5-Amino-2-methyl-phenylamino)-oxazol-5-yl]-benzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2-Acetylamino-4-aminotoluene | HCID 79492 | — |
| Edukt | 4-(2-Chlorooxazol-5-yl)benzonitrile | HCID 68443558 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-[2-(5-Amino-2-methyl-phenylamino)-oxazol-5-yl]-benzonitrile | HCID 17757346 | 75% |
Reaktionsschritte
A solution of N-(5-Amino-2-methyl-phenyl)-acetamide (1.1 g, 6.7 mmol) in DMF (20 mL) was added to a suspension of NaH (402 mg, 10.05 mmol, 60% dispersion in mineral oil) in DMF (20 mL) at 0° C. under an atmosphere of argon. The mixture was stirred for 30 min. at room temperature and cooled to 0° C. A solution of 4-(2-Chloro-oxazol-5-yl)-benzonitrile (1.37 g, 6.7 mmol) in DMF (20 mL) was added dropwise to the mixture. After 30 min., at 0° C., the reaction was poured into ice water (200 mL). The solid was collected by filtration, washed with water, and dried under vacuum to afford the title compound (1.45 g, 75%). m.p.=228° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08080669B2 |
| Quelldatensatz | uspto-grants-2011_12 |
| ORD ID | ord-d7c56e3928c54cdc8a2e2742bdd4dd11 |
| Quellennotiz | uspto-grants-2011_12 |