HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 5-Methylthio-6-trifluoromethyl-1-[3-[(2-dimethylaminoethyl)carbamoyl]phenyl carbamoyl]indoline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Oxalyl chloride | HCID 65578 | — |
| Edukt | N,N-Dimethylethylenediamine | HCID 66053 | — |
| Edukt | 5-Methylthio-6-trifluoromethyl-1-(3-carboxy Phenyl Carbamoyl)indoline | HCID 18005107 | — |
| Katalysator | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-Methylthio-6-trifluoromethyl-1-[3-[(2-dimethylaminoethyl)carbamoyl]phenyl carbamoyl]indoline | HCID 9956174 | 45% |
Reaktionsschritte
To a suspension of 5-methylthio-6-trifluoromethyl-1-(3-carboxy phenyl carbamoyl) indoline (0.5 g, 1.26mmol) in dichloromethane (20 ml) was added oxalyl chloride (0.3 ml, 2.52 mmol) and dimethylformamide (3 drops). After effervescing had subsided the reaction mixture was evaporated to dryness under reduced pressure. It was then dissolved in tetrahydrofuran (30 ml) and added to a solution of N,N-dimethylethylenediamine (0.405 g, 6.33mmol) and triethylamine (0.2 ml, 1.4 mmol) in tetrahydrofuran at 0° C. After 2 hours the reaction mixture was basified with 5M NaOH and water was added forming a white precipitate. This was filtered and dried to give the product a white solid (0.25 g, 45%), m.p. 91-93° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05972937 |
| Quelldatensatz | uspto-grants-1999_10 |
| ORD ID | ord-f8280e4dd96b47f9a1c79f68bf4aa884 |
| Quellennotiz | uspto-grants-1999_10 |