Sodium Hydroxide → 2-(2,6-dichlorophenyl)-1-methyl-1H-benzoimidazole-5-carboxylic acid

HRID 1514921

Reaktionsgleichung

Reaktionsgleichung von HRID 1514921
C([O:3][C:4]([C:6]1[CH:23]=[CH:22][C:9]2[N:10]([CH3:21])[C:11]([C:13]3[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:20])=[N:12][C:8]=2[CH:7]=1)=[O:5])C.[OH-].[Na+]>CCO>[Cl:20][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]([Cl:19])[C:13]=1[C:11]1[N:10]([CH3:21])[C:9]2[CH:22]=[CH:23][C:6]([C:4]([OH:5])=[O:3])=[CH:7][C:8]=2[N:12]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 669657182-(2,6-dichlorophenyl)-1-methyl-1H-benzoimidazole-5-carboxylic acid ethyl ester

Produkt 1

HCID 638902812-(2,6-dichlorophenyl)-1-methyl-1H-benzoimidazole-5-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a suspension of 2-(2,6-dichlorophenyl)-1-methyl-1H-benzoimidazole-5-carboxylic acid ethyl ester (400 mg) in EtOH (8 mL) was added 1.0 N NaOH (2.0 mL) and the mixture was stirred at 60° C. for 90 min. The ethanol was removed under reduced pressure and water (10 mL) was added. Any insoluble material was filtered and 2.0N HCl (2.0 mL) was added to the filtrate. The resulting precipitate was filtered, washed with water and dried under reduced pressure to give 2-(2,6-dichlorophenyl)-1-methyl-1H-benzoimidazole-5-carboxylic acid as a white solid, mp>250° C.; MS (m/z) 321 (M+1).

Aufarbeitung

  1. customThe ethanol was removed under reduced pressure and water (10 mL)
  2. additionwas added
  3. filtrationAny insoluble material was filtered
  4. addition2.0N HCl (2.0 mL) was added to the filtrate
  5. filtrationThe resulting precipitate was filtered
  6. washwashed with water
  7. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7079db5bfa2b494cba51ccec150ca648
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08222248B2

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