Methanol → 5-[5-(N-acetyl-anilino)-2, 3-pentadienylidene]-2,7-diphenyl-4-methylpyrazolo[3,4-b]pyridine-3,6-dione

HRID 1613124

Reaktionsgleichung

Reaktionsgleichung von HRID 1613124
C[OH:2].C(N([CH2:8][CH3:9])CC)C.[C:10]1([N:16]2[C:24](=[O:25])[C:23]3[C:22]([CH3:26])=[CH:21][C:20](=[O:27])[N:19]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[C:18]=3[NH:17]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.Cl.C1(N=[CH:42][CH:43]=[CH:44][CH:45]=[CH:46][NH:47][C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)C=CC=CC=1>C(O)(=O)C>[C:8]([N:47]([CH2:46][CH:45]=[C:44]=[CH:43][CH:42]=[C:21]1[C:20](=[O:27])[N:19]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:18]2=[N:17][N:16]([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:24](=[O:25])[C:23]2=[C:22]1[CH3:26])[C:48]1[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=1)(=[O:2])[CH3:9]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 8471TriethylamineHCID 73902N-(5-(phenylamino)penta-2,5-dienylidene)aniline monohydrochlorideHCID 3603164-methyl-2,7-diphenyl-1H-pyrazolo[3,4-b]pyridine-3,6-dione

Produkt 1

HCID 571236985-[5-(N-acetyl-anilino)-2, 3-pentadienylidene]-2,7-diphenyl-4-methylpyrazolo[3,4-b]pyridine-3,6-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution was prepared by adding 50 ml of methanol and 2.8 ml of triethylamine to 3.17 g of 2,7-diphenyl-4-methylpyrazolo[3, 4-b]pyridine-3,6-dione, and 2.85 g of 1,7-diphenyl-1,7-diaza-1,3,5-heptatriene hydrochloride was added to this solution, followed by the addition of 1.88 ml of anhydrous acetic acid and stirring at room temperature for 1 hour. The precipitate thus formed was filtered and washed with methanol, followed by drying, to obtain 1.9 g of 5-[5-(N-acetyl-anilino)-2, 3-pentadienylidene]-2,7-diphenyl-4-methylpyrazolo[3,4-b]pyridine-3,6-dione. 60 ml of N,N-dimethylformamide, 0.95 g of 2,7-diphenyl-4-methylpyrazolo[3,4-b]pyridine-3,6-dione and 0.42 ml of triethylamine were added to 1.5 g of this product, and the mixture was stirred at 50° C. for two hours. After filtering off a trace amount of the insoluble matter, ethyl acetate in an amount of ten times by volume was added to precipitate crystals while stirring. The obtained crystals were dissolved again in a small amount of N,N-dimethylformamide, and ethyl acetate in an amount of ten times by volume was added to precipitate crystals, followed by filtering and drying the crystals, whereby 1.3 g of Compound 2 were obtained. Golden crystal. Melting point: 300° C. or higher.

Aufarbeitung

  1. customA solution was prepared
  2. additionwas added to this solution
  3. customThe precipitate thus formed
  4. filtrationwas filtered
  5. washwashed with methanol
  6. customby drying

Quellen und Nachweise

ORD-Eintrag
ord-e1ccbd1618a34a62af6ddff7fd4a222e
Quelldatensatz
uspto-grants-1993_03
Patentnummer
US05192738

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