Water → HCID 178493767, Verbindung

HRID 845515Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 845515
[SH:1][C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([O:11][CH2:12][C:13]([F:16])([F:15])[F:14])=[CH:10][C:4]=2[N:3]=1.[Cl-].Cl[CH2:19][C:20]1[CH:25]=[C:24]([O:26][CH3:27])[C:23]([O:28][CH3:29])=[CH:22][NH+:21]=1.O>C(O)C.[OH-].[Na+]>[CH3:27][O:26][C:24]1[C:23]([O:28][CH3:29])=[CH:22][N:21]=[C:20]([CH2:19][S:1][C:2]2[NH:6][C:5]3[CH:7]=[CH:8][C:9]([O:11][CH2:12][C:13]([F:16])([F:14])[F:15])=[CH:10][C:4]=3[N:3]=2)[CH:25]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 201313622-Chloromethyl-4,5-dimethoxypyridinium chlorideHCID 178506345HCID 178506345, Verbindung

Produkt 1

HCID 178493767HCID 178493767, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

1.0 g of 2-mercapto-5-(2,2,2-trifluoroethoxy)-1H-benzimidazole is dissolved in 15 ml of ethanol and 8.5 ml of 1N sodium hydroxide solution, 0.90 g of 2-chloromethyl-4,5-dimethoxypyridinium chloride are added and the mixture is stirred for 20 hours. After addition of 30 ml of water, the mixture is extracted three times with 30 ml of methylene chloride each time, the methylene chloride phase is washed once with 5 ml of 0.1N sodium hydroxide solution, the combined organic phases are dried over magnesium sulfate and, after the drying agent has been filtered off, the filtrate is completely concentrated. 1.51 g (94% of theory) of the title compound are obtained as an amorphous solid residue of m.p. 55°-57° C.

Aufarbeitung

  1. extractionthe mixture is extracted three times with 30 ml of methylene chloride each time
  2. washthe methylene chloride phase is washed once with 5 ml of 0.1N sodium hydroxide solution
  3. dry with materialthe combined organic phases are dried over magnesium sulfate
  4. filtrationafter the drying agent has been filtered off
  5. concentrationthe filtrate is completely concentrated

Quellen und Nachweise

ORD-Eintrag
ord-6b38d607ed584f6d874e70a98ec97057
Quelldatensatz
uspto-grants-1988_07
Patentnummer
US04758579

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