Piperidine → HCID 23369884, Verbindung

HRID 1899812

Reaktionsgleichung

Reaktionsgleichung von HRID 1899812
[OH:1][C:2]1[C:3]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:4][C:5]2[C:10]([CH:11]=1)=[C:9]([OH:12])[CH:8]=[CH:7][CH:6]=2.[N+:18]([C:21]1[CH:22]=[C:23]([CH:32]=[CH:33][CH:34]=1)[CH:24]=[C:25]([C:30]#[N:31])[CH:26](O)C#N)([O-:20])=[O:19].[NH:35]1CCCCC1>C(O)C.CCOCC>[NH2:31][C:30]1[O:12][C:9]2[C:10]3[C:5]([CH:6]=[CH:7][C:8]=2[CH:24]([C:23]2[CH:32]=[CH:33][CH:34]=[C:21]([N+:18]([O-:20])=[O:19])[CH:22]=2)[C:25]=1[C:26]#[N:35])=[CH:4][C:3]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:2]([OH:1])[CH:11]=3

Komponenten

6

Edukt 3

HCID 8082PiperidineHCID 14773083Ethyl 3,5-dihydroxynaphthalene-2-carboxylateHCID 53825579HCID 53825579, Verbindung

Produkt 1

HCID 23369884HCID 23369884, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of ethyl 3,5-dihydroxynaphthalene-2-carboxylate (4.5 g) in ethanol (40 ml) was added 3-nitrobenzylidenemalonitrile (3.9 g) and piperidine (1.95 ml). The mixture was heated under reflux for 15 minutes whereupon a yellow precipitate was observed to form. The mixture was allowed to cool to room temperature, diluted with ether (100 ml) and the solid filtered off to yield ethyl 2-amino-3-cyano-9-hydroxy-4-(3-nitrophenyl)-4H-naphtho[1,2-b]pyran-8-carboxylate as a yellow powder, m.p. 260°-261° C. (dec.)

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 15 minutes whereupon a yellow precipitate
  3. customto form
  4. filtrationthe solid filtered off

Quellen und Nachweise

ORD-Eintrag
ord-eeee3881b99e4e86b2bcc1aef1394c96
Quelldatensatz
uspto-grants-1996_11
Patentnummer
US05574034

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