Sodium Hydroxide → HCID 19996498, Verbindung

HRID 2248439Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2248439
[CH3:1][C:2]1[C:10]2[N:9]=[C:8]([SH:11])[NH:7][C:6]=2[CH:5]=[C:4]([CH3:12])[C:3]=1[O:13][CH3:14].[OH-].[Na+].Cl.[CH3:18][C:19]1[C:20]([CH2:26]Cl)=[N:21][CH:22]=[CH:23][C:24]=1[CH3:25]>CO.O>[CH3:1][C:2]1[C:10]2[N:9]=[C:8]([S:11][CH2:26][C:20]3[C:19]([CH3:18])=[C:24]([CH3:25])[CH:23]=[CH:22][N:21]=3)[NH:7][C:6]=2[CH:5]=[C:4]([CH3:12])[C:3]=1[O:13][CH3:14]

Komponenten

6

Edukt 3

HCID 14798Sodium Hydroxide2×HCID 199964993,4-Dimethyl-2-chloromethylpyridine hydrochlorideHCID 178489086HCID 178489086, Verbindung

Produkt 1

HCID 19996498HCID 19996498, VerbindungAusbeute 67,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

To 4,6-dimethyl-5-methoxy-2-mercapto-1H-benzimidazole (1.04 g, 0.0050 mol) in methanol (50 ml) were added (in the following order) NaOH (0.2 g, 0.0050 mol) dissolved in water (2 ml) and 3,4-dimethyl-2-chloromethylpyridine hydrochloride (0.96 g, 0.0050 mol). The mixture was heated until reflux. NaOH (0.2 g, 0.0050 mol) dissolved in water (2 ml) was added dropwise and then the reflux was continued for 3 hours. The mixture was poured on ice-water (200 ml). Filtration and recrystallization from CH3CN gave the desired product (1.1 g, 67%). NMR data for the final product is given below.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureuntil reflux
  3. additionwas added dropwise
  4. additionThe mixture was poured on ice-water (200 ml)
  5. filtrationFiltration and recrystallization from CH3CN

Quellen und Nachweise

ORD-Eintrag
ord-c2f88b031b4a48d5ba58e4a47a9dae02
Quelldatensatz
uspto-grants-1991_08
Patentnummer
US05039806

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