Ethanol → 2-(4-Acetylaminobenzoyloxy)ethyl 2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate

HRID 4587

Reaktionsgleichung

Reaktionsgleichung von HRID 4587
[N+:1]([C:4]1[CH:5]=[C:6](C=C[CH:32]=1)[CH:7]=[CH:8][C:9]([CH2:11][C:12]([O:14][CH2:15][CH2:16][O:17][C:18](=[O:29])[C:19]1[CH:24]=[CH:23][C:22]([NH:25][C:26](=[O:28])[CH3:27])=[CH:21][CH:20]=1)=[O:13])=O)([O-:3])=[O:2].[NH2:33]/[C:34](/[CH3:40])=[CH:35]\[C:36]([O:38][CH3:39])=[O:37].[CH2:41](O)[CH3:42]>>[CH3:41][C:42]1[NH:33][C:34]([CH3:40])=[C:35]([C:36]([O:38][CH3:39])=[O:37])[CH:9]([C:8]2[CH:7]=[CH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:32]=2)[C:11]=1[C:12]([O:14][CH2:15][CH2:16][O:17][C:18](=[O:29])[C:19]1[CH:20]=[CH:21][C:22]([NH:25][C:26](=[O:28])[CH3:27])=[CH:23][CH:24]=1)=[O:13]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 643918Methyl 3-aminocrotonateHCID 572656762-(4-Acetylaminobenzoyloxy)ethyl 2-(3-nitrobenzylidene)acetylacetate

Produkt 1

HCID 36487462-(4-Acetylaminobenzoyloxy)ethyl 2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylateAusbeute 94 %

Versuchsvorschrift

20 g (0.05 moles) of 2-(4-acetylaminobenzoyloxy)ethyl 2-(3-nitrobenzylidene)acetylacetate and 5.23 g (0.05 moles) of methyl 3-aminocrotonate are heated under reflux in 45 ml of ethanol for 8 hours. The solution is then cooled to room temperature to obtain 2-(4-acetylaminobenzoyloxy)ethyl 2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate as a yellow powder melting at 190°-193° C. The yield is 94% of the theoretical yield.

Quellen und Nachweise

ORD-Eintrag
ord-7474294ae7e34856979084eb68096e62
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727066

Verknüpfte Notizen

Wird geladen…