N-methyl-2-pyrrolidone → 8-amino-1-{4-[(aminothio)peroxy]phenyl}-1H-benzo[g]indazole-3-carboxamide

HRID 22980

Reaktionsgleichung

Reaktionsgleichung von HRID 22980
[NH2:1][C:2]1[CH:27]=[CH:26][C:5]2[CH2:6][CH2:7][C:8]3[C:9]([C:23]([NH2:25])=[O:24])=[N:10][N:11]([C:13]4[CH:18]=[CH:17][C:16]([O:19][O:20][S:21][NH2:22])=[CH:15][CH:14]=4)[C:12]=3[C:4]=2[CH:3]=1.CN1C(=O)CCC1>C1(C(C)C)C=CC=CC=1.[Pd]>[NH2:1][C:2]1[CH:27]=[CH:26][C:5]2=[CH:6][CH:7]=[C:8]3[C:12]([N:11]([C:13]4[CH:18]=[CH:17][C:16]([O:19][O:20][S:21][NH2:22])=[CH:15][CH:14]=4)[N:10]=[C:9]3[C:23]([NH2:25])=[O:24])=[C:4]2[CH:3]=1

Komponenten

5

Edukt 2

HCID 13387N-methyl-2-pyrrolidoneHCID 222915508-amino-1-{4-[(aminothio)peroxy]phenyl}-4,5-dihydro-1H-benzo[g]indazole-3-carboxamide

Produkt 1

HCID 225925248-amino-1-{4-[(aminothio)peroxy]phenyl}-1H-benzo[g]indazole-3-carboxamideAusbeute 90,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 7406CumeneLösungsmittel

Versuchsvorschrift

The product of Example 4b (1 g) and 5% Pd/C (300 mg) suspended in cumene (50 mL) and NMP (5 mL) was heated at reflux for 16 h. The mixture was then filtered and concentrated. The residue was diluted with methanol (10 mL) and added to water, after 1 h the resulting precipitate was collected by filtration and dried to yield the title compound (0.9 g).

Aufarbeitung

  1. temperatureat reflux for 16 h
  2. filtrationThe mixture was then filtered
  3. concentrationconcentrated
  4. additionThe residue was diluted with methanol (10 mL)
  5. additionadded to water, after 1 h the resulting precipitate
  6. filtrationwas collected by filtration
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-8fce33b15a5c4c0e9f5294a5695d02da
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06849653B2

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