Hydrochloric Acid → 2-(2-chloro-2-phenylacetamido)-beta-oxo-N-(2-thiazolyl)-3-trifluoromethyl-benzene-propanamide
Reaktionsgleichung
C([Li])CCC.[S:6]1[CH:10]=[CH:9][N:8]=[C:7]1[NH:11][C:12](=[O:14])[CH3:13].Cl[C:16]1[CH:37]=[CH:36][CH:35]=[CH:34][C:17]=1[CH2:18][C:19]1[O:20][C:21]2[C:29]([C:30]([F:33])([F:32])[F:31])=[CH:28][CH:27]=[CH:26][C:22]=2[C:23](=O)[N:24]=1.[ClH:38].[O:39]1CCCC1>CCCCCC>[Cl:38][CH:18]([C:17]1[CH:16]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:19]([NH:24][C:23]1[C:29]([C:30]([F:31])([F:32])[F:33])=[CH:28][CH:27]=[CH:26][C:22]=1[C:21](=[O:20])[CH2:13][C:12]([NH:11][C:7]1[S:6][CH:10]=[CH:9][N:8]=1)=[O:14])=[O:39]Komponenten
Edukt 5
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -70 °C
Versuchsvorschrift
28.6 ml of a solution of 1.4 moles of n-butyllithium per liter of hexane were added at 0° C. to a solution of 2.84 g of N-(2-thiazolyl)-acetamide in 100 ml of tetrahydrofuran and 3.39 g of the product of Step A were added to the mixture cooled to -70° C. The mixture was poured into ice and N hydrochloric acid and was extracted with ether. The organic phase was washed successively with N-hydrochloric acid and with water, dried and evaporated to dryness under reduced pressure. The residue was empasted with 50 ml of ether and was vacuum filtered. The product was washed and dried under reduced pressure at 50° C. to obtain 3.2 g of 2-(2-chloro-2-phenylacetamido)-β-oxo-N-(2-thiazolyl)-3-trifluoromethyl-benzenepropanamide melting at 185° C. (decomposition).
Aufarbeitung
- additionwere added to the mixture
- extractionwas extracted with ether
- washThe organic phase was washed successively with N-hydrochloric acid and with water
- customdried
- customevaporated to dryness under reduced pressure
- filtrationfiltered
- washThe product was washed
- customdried under reduced pressure at 50° C.
Quellen und Nachweise
- ORD-Eintrag
- ord-ed7a1c5592034e3d86487f9563f133db
- Quelldatensatz
- uspto-grants-1988_04
- Patentnummer
- US04736033
Notizen zur Reaktion
Wird geladen…