Toluene → 2-Dimethylaminoethyl 2-(7-chloro-4-quinolinylamino)-5-fluorobenzoate
Reaktionsgleichung
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:12][C:13]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:14]=3[C:15]([O:17][CH3:18])=[O:16])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[CH3:24][N:25]([CH2:27]CO)[CH3:26].C1(C)C=CC=CC=1.[H-].[Na+]>C(O)(=O)C>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:12][C:13]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:14]=3[C:15]([O:17][CH2:18][CH2:24][N:25]([CH3:27])[CH3:26])=[O:16])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
A mixture of 4 g of the ester of Example 1, 2.45 ml of dimethylaminoethanol and 50 ml of anhydrous toluene was heated to reflux and then cooled to 50° C. and 95 mg of a 50% sodium hydride oil suspension was added thereto. The mixture was again heated to reflux and was then cooled to 40° C. and 0.2 ml of acetic acid were added thereto. The mixture was evaporated to dryness and the residue was dissolved in methylene chloride. The solution was filtered and the filtrate was washed with water, dried and filtered. The filtrate was evaporated to dryness to obtain 4.01 g of 2-dimethylaminoethyl 2-(7-chloro-4-quinolinylamino)-5-fluorobenzoate.
Aufarbeitung
- temperaturewas heated
- temperatureto reflux
- temperatureThe mixture was again heated
- temperatureto reflux
- temperaturewas then cooled to 40° C.
- customThe mixture was evaporated to dryness
- dissolutionthe residue was dissolved in methylene chloride
- filtrationThe solution was filtered
- washthe filtrate was washed with water
- customdried
- filtrationfiltered
- customThe filtrate was evaporated to dryness
Quellen und Nachweise
- ORD-Eintrag
- ord-a64622601a574964a44d47d361a9de22
- Quelldatensatz
- uspto-grants-1980_11
- Patentnummer
- US04233305
Notizen zur Reaktion
Wird geladen…