Reaktionsgleichung
C([C:3]([CH2:10][CH3:11])([C:7]([O-:9])=[O:8])[C:4]([O-:6])=[O:5])C.[H-].[Na+].P(Cl)(OCC)(O[CH2:17][CH3:18])=O.[Cl:23][C:24]1[CH:25]=[CH:26][C:27]2[NH:33]C(=O)C[N:30]=[C:29]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=3[Cl:41])[C:28]=2[CH:42]=1.[CH2:43]1COC[CH2:44]1>>[CH2:17]([O:9][C:7](=[O:8])[C:3](=[C:10]1[CH2:11][N:30]=[C:29]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=2[Cl:41])[C:28]2[CH:42]=[C:24]([Cl:23])[CH:25]=[CH:26][C:27]=2[NH:33]1)[C:4]([O:6][CH2:43][CH3:44])=[O:5])[CH3:18]Komponenten
Versuchsvorschrift
Diethylmalonate (45.55 ml) was added to THF (200 ml). The mixture was maintained at room temperature with a wet ice bath while sodium hydride (14 g of a 60% oil dispersion) was added portionwise over 1 hr. To the resulting suspension, diethyl chlorophosphate (14.45 ml) was added dropwise over 50 minutes. After a 30 minute agitation cycle, a THF solution of 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one (15.25 g) was added dropwise over 20 minutes. The resulting solution was allowed to agitate for 1 hr. The pH was adjusted from 5.0 to 5.5, and the reaction solution was concentrated (40° C./30 mm) to remove the THF. To the residue was added cold water (600 ml) and hexane (100 ml). The crystalline solid obtained was filtered and washed with cold water and hexane. After the solid was dried to constant weight, the end product was obtained.
Aufarbeitung
- additionwas added portionwise over 1 hr
- concentrationthe reaction solution was concentrated (40° C./30 mm)
- customto remove the THF
- additionTo the residue was added cold water (600 ml) and hexane (100 ml)
- customThe crystalline solid obtained
- filtrationwas filtered
- washwashed with cold water and hexane
- customAfter the solid was dried to constant weight
- customthe end product was obtained
Quellen und Nachweise
- ORD-Eintrag
- ord-2d2e9ee03ae74048a907f17b911ecfec
- Quelldatensatz
- uspto-grants-1982_06
- Patentnummer
- US04335042
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