Sodium Hydroxide → HCID 18790664, Verbindung

HRID 1075527Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1075527
[OH-].[Na+].[CH3:3][NH:4][C:5]([CH2:7][C:8]1[C:9]2[CH2:10][C:11]3[N:16]4[CH:17]=[C:18]([C:20]([O:22]CC)=[O:21])[N:19]=[C:15]4[C:14](=[O:25])[NH:13][C:12]=3[C:26]=2[CH:27]=[CH:28][CH:29]=1)=[O:6]>O1CCOCC1>[CH3:3][NH:4][C:5]([CH2:7][C:8]1[C:9]2[CH2:10][C:11]3[N:16]4[CH:17]=[C:18]([C:20]([OH:22])=[O:21])[N:19]=[C:15]4[C:14](=[O:25])[NH:13][C:12]=3[C:26]=2[CH:27]=[CH:28][CH:29]=1)=[O:6]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 18790720HCID 18790720, Verbindung

Produkt 1

HCID 18790664HCID 18790664, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

8.2 ml of 1N sodium hydroxide solution are added dropwise, under a stream of nitrogen and at a temperature in the region of 20° C., to a suspension of 1 g of ethyl 9-(N-methylaminocarbonylmethyl)-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-2-carboxylate in a dioxane distilled water (100/27 by volume) mixture. The reaction is continued for 2 hours at the same temperature. The light-grey insoluble material is filtered, washed with acetone and then taken up in 15 ml of distilled water. This aqueous solution is filtered and then acidified to pH 1 with N hydrochloric acid. The precipitate formed is filtered and washed with water, with acetone and then with ethyl ether to result in 0.59 g of the trihydrate of 9-(N-methylaminocarbonylmethyl)-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-2-carboxylic acid in the form of a white powder, the melting point of which is greater than 260° C. (Analysis C17H14N4O4.3H2O; % Calculated C: 60.35, H: 4.17, N: 16.56; % Found C: 60.0, H: 4.1, N: 16.3; 1H NMR spectrum in CD3CO2D, T=300K, δ in ppm (300 MHz): 2.7 (3H, s, NCH3), 3.9 (2H, s, CH2CO), 4.1 (2H, s, CH2), 7.2 (1H, d, J=8 Hz, arom. CH), 7.4 (1H, t, J=8 Hz, arom. CH), 7.7 (1H, d, J=8 Hz, arom. CH), 8.5 (1H, s, imidazole H)).

Aufarbeitung

  1. distillationdistilled water (100/27 by volume) mixture
  2. filtrationThe light-grey insoluble material is filtered
  3. washwashed with acetone
  4. filtrationThis aqueous solution is filtered
  5. customThe precipitate formed
  6. filtrationis filtered
  7. washwashed with water, with acetone

Quellen und Nachweise

ORD-Eintrag
ord-9b691874fa2a47cbbd389824ed315c0b
Quelldatensatz
uspto-grants-1999_05
Patentnummer
US05902803

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