Sodium Hydroxide → 4-(5,6-dichloro-1H-benzimidazol-2-yl)benzoic acid

HRID 1352656Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1352656
[Cl:1][C:2]1[C:20]([Cl:21])=[CH:19][C:5]2[N:6]=[C:7]([C:9]3[CH:14]=[CH:13][C:12]([C:15]([O:17]C)=[O:16])=[CH:11][CH:10]=3)[NH:8][C:4]=2[CH:3]=1.[OH-].[Na+]>C1COCC1>[Cl:21][C:20]1[C:2]([Cl:1])=[CH:3][C:4]2[N:8]=[C:7]([C:9]3[CH:10]=[CH:11][C:12]([C:15]([OH:17])=[O:16])=[CH:13][CH:14]=3)[NH:6][C:5]=2[CH:19]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 21101171HCID 21101171, Verbindung

Produkt 1

HCID 40731194-(5,6-dichloro-1H-benzimidazol-2-yl)benzoic acidAusbeute 91,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of 5,6-dichloro-2-(4-methoxycarbonylphenyl)benzimidazole (2.4 g, 7.47 mmol), prepared as described in Preparation 7, 20% NaOH (7.5 ml, 37.5 mmol) in THF (25 ml) was heated at 50° C. for 1 h. After cooling at room temperature, solvent was removed under reduced pressure and pH was adjusted to 5 with acetic acid. The solid that was precipitated was filtered and dried at 50° C. to give 2.1 g of the title compound (yield 91.8%) as a brown solid, mp>250° C.

Aufarbeitung

  1. customprepared
  2. temperatureAfter cooling at room temperature
  3. customsolvent was removed under reduced pressure and pH
  4. customThe solid that was precipitated
  5. filtrationwas filtered
  6. customdried at 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-7223f598e4994bda884043da906bdf42
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07220769B2

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