Hydrochloric Acid → 3-Methyl-4-(2-pyridylazo)-1-(p-sulfophenyl)-2-pyrazolin-5-one

HRID 26119

Reaktionsgleichung

Reaktionsgleichung von HRID 26119
Br[C:2]1(Br)[C:6](=[O:7])[N:5]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([OH:17])(=[O:16])=[O:15])=[CH:10][CH:9]=2)[N:4]=[C:3]1[CH3:18].[NH:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1)[NH2:21].Cl>O>[CH3:18][C:3]1[CH:2]([N:21]=[N:20][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=2)[C:6](=[O:7])[N:5]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([OH:17])(=[O:16])=[O:15])=[CH:10][CH:9]=2)[N:4]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 786452-HydrazinopyridineHCID 203940744,4-Dibromo-3-methyl-1-(4-sulfophenyl)-2-pyrazolin-5-one

Produkt 1

HCID 203940703-Methyl-4-(2-pyridylazo)-1-(p-sulfophenyl)-2-pyrazolin-5-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

41.0 g (0.10 mole) of 4,4-dibromo-3-methyl-1-(4-sulfophenyl)-2-pyrazolin-5-one, which can be prepared according to the method of Machiele, U.S. Pat. No. 3,952,009 (Example 1), and 16.0 g (0.15 mole) of 2-hydrazinopyridine were combined in 180 ml of water. The mixture was heated on the steam bath a total of six hours. After a few minutes of heating, the solution goes to a very thick slurry. The mixture was cooled somewhat, 10 ml of concentrated HCl were added, and the orange solid was isolated by suction filtration. After washing once with tetrahydrofuran, twice with ether, and drying, the yield of dye was 17.8 g (50 percent).

Aufarbeitung

  1. temperatureThe mixture was heated on the steam bath a total of six hours
  2. temperatureAfter a few minutes of heating
  3. temperatureThe mixture was cooled somewhat
  4. customthe orange solid was isolated by suction filtration
  5. washAfter washing once with tetrahydrofuran, twice with ether
  6. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-3e22b618bac643c9a551629a270f7fb7
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04148641

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