StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Water → E-dimethylaminomethylene-5H,10H-imidazo[1,2-a)indeno-[1,2-e]pyrazin-4-one

HRID 1290742
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1290742
C(O[CH:6]([N:10]([CH3:12])C)[N:7]([CH3:9])[CH3:8])(C)(C)C.[CH:13]1[N:17]2[C:18]3[CH2:29][C:28]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[C:19]=3[NH:20][C:21](=[O:22])[C:16]2=NC=1.O>CN(C)C=O.CO>[CH3:16][N:17](/[CH:18]=[C:29]1\[C:28]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[C:19]2[NH:20][C:21](=[O:22])[C:6]3[N:7]([CH:8]=[CH:12][N:10]=3)[C:9]\1=2)[CH3:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 962WaterHCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 103535495H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one

Produkt 1

HCID 15291363E-dimethylaminomethylene-5H,10H-imidazo[1,2-a)indeno-[1,2-e]pyrazin-4-oneAusbeute 58,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittel
HCID 6228
Dimethylformamide
Lösungsmittel
2×

Versuchsvorschrift

6.3 g of t-butoxybis(dimethylamino)methane are added dropwise over 5 minutes at a temperature in the region of 25° C. to a suspension of 5.5 g of 5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one in 100 ml of dimethylformamide. After stirring for 30 minutes at the same temperature, the mixture is poured into 500 ml of distilled water and extracted 5 times with 1.5 litres in total of chloroform. The organic extracts are combined, washed with 250 ml of distilled water, dried over anhydrous magnesium sulphate and concentrated to dryness under reduced pressure (15 mmHg; 2 kPa) at 60° C. The product obtained (4.5 g) is suspended in 25 ml of methanol, filtered, washed twice with 20 ml in total of methanol and dried under reduced pressure (15 mmHg; 2 kPa) at 20° C. The product obtained (4.5 g) is dissolved in 45 ml of boiling dimethylformamide and, after cooling, the solution is stored for 4 hours at a temperature in the region of 5° C. The crystals are separated out by filtration, washed successively with 10 ml of dimethylformamide, 10 ml of acetone and dried to dryness under reduced pressure (1 mmHg; 0.13 kPa) at 100° C. 4 g of 10-[(E)-dimethylaminomethylene]-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one are thus obtained, melting at 293° C. [N.M.R. spectrum: (200 MHz; DMSO d6 ; δ in ppm): 3.35 (s, 6H: --N(CH3)2); 7.18 and 7.28 (2t, J=7.5 Hz, 2H: --H7 and --H8); 7.48 and 7.92 (2d, J=7.5 Hz, 1H each: --H6 and --H9); 7.63 and 8.50 (2s broad, 1H each: --H of the imidazole); 8.09 (s, 1H: =CH--N); 12.30 (cplx, 1H: --NH--)].

Aufarbeitung

  1. extractionextracted 5 times with 1.5 litres in total of chloroform
  2. washwashed with 250 ml of distilled water
  3. dry with materialdried over anhydrous magnesium sulphate
  4. concentrationconcentrated to dryness under reduced pressure (15 mmHg; 2 kPa) at 60° C
  5. customThe product obtained (4.5 g)
  6. filtrationfiltered
  7. washwashed twice with 20 ml in total of methanol
  8. customdried under reduced pressure (15 mmHg; 2 kPa) at 20° C
  9. customThe product obtained (4.5 g)
  10. temperatureafter cooling
  11. waitthe solution is stored for 4 hours at a temperature in the region of 5° C
  12. customThe crystals are separated out by filtration
  13. washwashed successively with 10 ml of dimethylformamide, 10 ml of acetone
  14. customdried to dryness under reduced pressure (1 mmHg; 0.13 kPa) at 100° C

Quellen und Nachweise

ORD-Eintrag
ord-8386176d704d48448f63c49c60c9e02e
Quelldatensatz
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05753657

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion