Benzene → N-{2-[1-(4-fluorophenyl)-4-oxo1,3,8-triazaspiro[4,5]dec-8-yl]ethyl}-2-nitrobenzamide hydrochloride
Reaktionsgleichung
[N+:1]([C:4]1[CH:14]=[CH:13][CH:12]=[CH:11][C:5]=1[C:6]([N:8]1[CH2:10][CH2:9]1)=[O:7])([O-:3])=[O:2].[F:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[C:26]3([CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)[C:25](=[O:32])[NH:24][CH2:23]2)=[CH:18][CH:17]=1.C1C=CC=CC=1.CO.[Cl:41]C(Cl)Cl>>[ClH:41].[F:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[C:26]3([CH2:27][CH2:28][N:29]([CH2:9][CH2:10][NH:8][C:6](=[O:7])[C:5]4[CH:11]=[CH:12][CH:13]=[CH:14][C:4]=4[N+:1]([O-:3])=[O:2])[CH2:30][CH2:31]3)[C:25](=[O:32])[NH:24][CH2:23]2)=[CH:18][CH:17]=1Komponenten
6
Versuchsvorschrift
A mixture of 7.6 parts of 1-(2-nitrobenzoyl)aziridine, 9.97 parts of 1-(4-fluorophenyl)-1,3,8-triazaspiro[4,5]decan-4-one, 43.2 parts of benzene and 6.4 parts of methanol is stirred and refluxed for 1.50 hours. Trichloromethane is added and the whole is washed three times with water. The undissolved precipitate is filtered off and the organic phase is dried, filtered and evaporated. The residue is converted into the hydrochloride salt in 2-propanone and 2-propanol. The salt is filtered off and crystallized from a mixture of ethanol and water. It is filtered off and dried in vacuo, yielding 2.7 parts of N-{2-[1-(4-fluorophenyl)-4-oxo1,3,8-triazaspiro[4,5]dec-8-yl]ethyl}-2-nitrobenzamide hydrochloride; m.p. 267.2° C.
Aufarbeitung
- temperaturerefluxed for 1.50 hours
- washthe whole is washed three times with water
- filtrationThe undissolved precipitate is filtered off
- customthe organic phase is dried
- filtrationfiltered
- customevaporated
- filtrationThe salt is filtered off
- customcrystallized from a mixture of ethanol and water
- filtrationIt is filtered off
- customdried in vacuo
Quellen und Nachweise
- ORD-Eintrag
- ord-679f88cd45f44c04ae0fc31a15a726dc
- Quelldatensatz
- uspto-grants-1977_06
- Patentnummer
- US04031226
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