StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Sodium Hydroxide → 5-Acetyl-6-methyl-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole

HRID 1647159
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1647159
[C:1]([C:4]1[C:13]([CH3:14])=[CH:12][C:7]2[NH:8][C:9]([SH:11])=[N:10][C:6]=2[CH:5]=1)(=[O:3])[CH3:2].[OH-].[Na+].Cl.[CH3:18][O:19][C:20]1[C:21]([CH2:28]Cl)=[N:22][CH:23]=[CH:24][C:25]=1[O:26][CH3:27]>O.C(O)C>[C:1]([C:4]1[C:13]([CH3:14])=[CH:12][C:7]2[NH:8][C:9]([S:11][CH2:28][C:21]3[C:20]([O:19][CH3:18])=[C:25]([O:26][CH3:27])[CH:24]=[CH:23][N:22]=3)=[N:10][C:6]=2[CH:5]=1)(=[O:3])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 14798Sodium Hydroxide2×HCID 162169282-Chloromethyl-3,4-dimethoxypyridinium chlorideHCID 178465846HCID 178465846, Verbindung

Produkt 1

HCID 199264555-Acetyl-6-methyl-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazoleAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702Ethanol
Lösungsmittel
HCID 962WaterLösungsmittel2×

Versuchsvorschrift

5-Acetyl-6-methyl-2-mercapto-1H-benzimidazole (4.2 g, 20 mmol) and NaOH (0.8 g, 20 mmol) in H2O (1 ml) were dissolved in 60 ml ethanol. 3,4-dimethoxy-2-chloromethylpyridine hydrochloride (≈17 mmol) as a crude material was added and the mixture was heated to boiling. NaOH (0.7 g, 17 mmol) in H2O (1 ml) was added and the reflux was continued for 6 hours. The solvent was evaporated off and the residue was diluted with methylene chloride and water. The organic phase was dried over Na2SO4 and the solvent was removed under reduced pressure. Crystallizing from acetonitrile gave the title compound, (3.75 g, 62%).

Aufarbeitung

  1. temperaturethe mixture was heated to boiling
  2. customThe solvent was evaporated off
  3. additionthe residue was diluted with methylene chloride and water
  4. dry with materialThe organic phase was dried over Na2SO4
  5. customthe solvent was removed under reduced pressure
  6. customCrystallizing from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-ed7420d3632441a5b6436f3073b6bcbf
Quelldatensatz
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05430042

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion