Ammonium Hydroxide → Pyridazine, 5-methyl-3-[3-(trifluoromethyl)phenyl]-

HRID 1731717Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1731717
Cl[C:2]1[N:3]=[N:4][C:5]([C:9]2[CH:10]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:13][CH:14]=2)=[CH:6][C:7]=1[CH3:8].[NH4+].[OH-]>[Pd].CO>[CH3:8][C:7]1[CH:6]=[C:5]([C:9]2[CH:10]=[C:11]([C:15]([F:17])([F:16])[F:18])[CH:12]=[CH:13][CH:14]=2)[N:4]=[N:3][CH:2]=1

Komponenten

5

Edukt 2

HCID 14923Ammonium HydroxideHCID 12449558HCID 12449558, Verbindung

Produkt 1

HCID 10657542Pyridazine, 5-methyl-3-[3-(trifluoromethyl)phenyl]-Ausbeute 78,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To 3-chloro-4-methyl-6-(α,α,α-trifluoro-m-tolyl)pyridazine(7 g) is added 10% palladium on carbon catalyst (0.7 g) and 300 mL of MeOH containing 30 mL of concentrated NH4OH. The mixture is shaken with H2 until the uptake of H2 ceases. The mixture is filtered to remove catalyst and concentrated in vacuo and then diluted with CH2Cl2 /H2O. The organic phase is washed with water and dried over MgSO4 to yield a solid which, on recrystallization from Et2O, gives 4.8 g (78%) of an off-white solid with a melting point of 114°-116° C.

Aufarbeitung

  1. filtrationThe mixture is filtered
  2. customto remove catalyst
  3. concentrationconcentrated in vacuo
  4. additiondiluted with CH2Cl2 /H2O
  5. washThe organic phase is washed with water
  6. dry with materialdried over MgSO4
  7. customto yield a solid which
  8. customon recrystallization from Et2O

Quellen und Nachweise

ORD-Eintrag
ord-7780728892704690a50f601a94727f4b
Quelldatensatz
uspto-grants-1986_11
Patentnummer
US04623376

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