5-Amino-2-hydroxy-2,4,6-cycloheptatrien-1-one → 2-(4-Hydroxy-5-oxo-1,3,6-cycloheptatrien-1-ylamino)-2-butenedioic Acid Diethyl Ester

HRID 66132

Reaktionsgleichung

Reaktionsgleichung von HRID 66132
[C:1]([C:8]([O:10][CH2:11][CH3:12])=[O:9])#[C:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[NH2:13][C:14]1[CH:20]=[CH:19][C:18](=[O:21])[C:17]([OH:22])=[CH:16][CH:15]=1>C(O)C>[CH2:6]([O:5][C:3](=[O:4])[C:2]([NH:13][C:14]1[CH:20]=[CH:19][C:18](=[O:21])[C:17]([OH:22])=[CH:16][CH:15]=1)=[CH:1][C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:7]

Komponenten

4

Edukt 2

HCID 234505-Amino-2-hydroxy-2,4,6-cycloheptatrien-1-oneHCID 69803Diethyl acetylenedicarboxylate

Produkt 1

HCID 867362102-(4-Hydroxy-5-oxo-1,3,6-cycloheptatrien-1-ylamino)-2-butenedioic Acid Diethyl Ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of diethyl acetylenedicarboxylate (183.5 g) and 5-amino-2-hydroxy-2,4,6-cycloheptatriene-1-one [147.5 g, described by T. Nozoe et al., Science Repts. Tokoku Univ., First ser., 35, 274(1952)] in ethanol (2,700 ml) is stirred at room temperature for 16 hours. The mixture is filtered and the precipitate is crystallized from ethanol to obtain crystals of the title compound, mp 108.5° C.

Aufarbeitung

  1. filtrationThe mixture is filtered
  2. customthe precipitate is crystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-10aa283fe0b041468ebb0880110df018
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04130649

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