Water → HCID 20189595, Verbindung

HRID 1789044Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1789044
[F:1][C:2]1([F:15])[O:14][C:5]2=[CH:6][C:7]3[NH:11][C:10]([SH:12])=[N:9][C:8]=3[CH:13]=[C:4]2[O:3]1.Cl.Cl[CH:18]([C:20]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][N:21]=1)[CH3:19].[OH-].[Na+].O>C(O)C>[F:15][C:2]1([F:1])[O:14][C:5]2=[CH:6][C:7]3[NH:11][C:10]([S:12][CH:18]([C:20]4[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][N:21]=4)[CH3:19])=[N:9][C:8]=3[CH:13]=[C:4]2[O:3]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 201895902-(1-Chloroethyl)-4-methoxy-pyridine hydrochlorideHCID 178506005HCID 178506005, Verbindung

Produkt 1

HCID 20189595HCID 20189595, VerbindungAusbeute 80,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

4 g of 2,2-difluoro-5H-[1,3]-dioxolo[4,5-f]benzimidazole-6-thiol, 3.6 g of (±)-2-(1-chloroethyl)-4-methoxy-pyridine hydrochloride, 1.4 g of sodium hydroxide, 3 ml of water and 50 ml of ethanol are stirred for 4 h at 65° C. The reaction mixture is concentrated to dryness, the residue is dissolved in 100 ml of 2N hydrochloric acid, impurities are extracted by shaking with ethyl acetate, and the aqueous phase is adjusted with sodium hydroxide solution to pH 10 and extracted with ethyl acetate. The organic phase is dried and concentrated. Recrystallisation from toluene gives 4.3 g (80.5%) of the title compound of m.p. 173°-175° C.

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated to dryness
  2. dissolutionthe residue is dissolved in 100 ml of 2N hydrochloric acid
  3. extractionimpurities are extracted
  4. extractionextracted with ethyl acetate
  5. customThe organic phase is dried
  6. concentrationconcentrated
  7. customRecrystallisation from toluene

Quellen und Nachweise

ORD-Eintrag
ord-dd4623601ad14987b7dfd26605bbc2f8
Quelldatensatz
uspto-grants-1987_08
Patentnummer
US04686230

Notizen zur Reaktion

Wird geladen…