Ammonia → Diethyl 1,2,3,4-tetrahydro-2-hydroxy-6-methyl-4-(3-nitrophenyl)-2-(4-nitrophenyl)-3,5-pyridinedicarboxylate

HRID 364961Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 364961
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:17])[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:6][CH:5]=1)([O-:3])=[O:2].[N+:18]([C:21]1[CH:22]=[C:23]([CH:27]=[C:28]([C:34](=O)[CH3:35])[C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH:24]=[CH:25][CH:26]=1)([O-:20])=[O:19].[NH3:37]>C(O)C>[OH:17][C:10]1([C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)[CH:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:27]([C:23]2[CH:24]=[CH:25][CH:26]=[C:21]([N+:18]([O-:20])=[O:19])[CH:22]=2)[C:28]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[C:34]([CH3:35])[NH:37]1

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 13281Benzenepropanoic acid, 4-nitro-beta-oxo-, ethyl esterHCID 367507Ethyl 2-(3-nitrobenzylidene)-3-oxobutanoate

Produkt 1

HCID 20189315Diethyl 1,2,3,4-tetrahydro-2-hydroxy-6-methyl-4-(3-nitrophenyl)-2-(4-nitrophenyl)-3,5-pyridinedicarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Ethyl 4-nitro-beta-oxobenzenepropanoate (4.74 g, 20 mmoles), ethyl 2-(3-nitrophenylmethylene)-3-oxobutanoate (5.26 g, 20 mmoles) and aqueous ammonia (2.2 ml, d0.88) were heated at reflux in ethanol (50 ml) for 1.5 hours. After cooling the product was filtered off and recrystallised from ethanol to give the title compound (2.6 g) mp 196°-7°.

Aufarbeitung

  1. temperatureAfter cooling the product
  2. filtrationwas filtered off
  3. customrecrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-3889b65d28b24086abd18ac50b41a51c
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04607041

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