Water → 2-((5,6-Dimethyl-1-(phenylcarbonyl)benzimidazole-2-ylthio)methyl)benzoic acid t-butyl ester

HRID 916080Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 916080
[C:1]([O:5][C:6](=[O:26])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][S:14][C:15]1[NH:16][C:17]2[CH:23]=[C:22]([CH3:24])[C:21]([CH3:25])=[CH:20][C:18]=2[N:19]=1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[C:34](Cl)(=[O:41])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.O>C(Cl)(Cl)Cl>[C:1]([O:5][C:6](=[O:26])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][S:14][C:15]1[N:16]([C:34]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[O:41])[C:17]2[CH:23]=[C:22]([CH3:24])[C:21]([CH3:25])=[CH:20][C:18]=2[N:19]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 962WaterHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 694570282-((5,6-Dimethylbenzimidazole-2-ylthio)methyl)benzoic acid t-butyl ester

Produkt 1

HCID 694582302-((5,6-Dimethyl-1-(phenylcarbonyl)benzimidazole-2-ylthio)methyl)benzoic acid t-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

2-((5,6-dimethylbenzimidazole-2-ylthio)methyl)benzoic acid t-butyl ester (30 mg, 0.082 mmol) was dissolved in 3 ml of chloroform, to which triethylamine (17 μl, 0.123 mmol) and benzoyl chloride (14 μl, 0.123 mmol) were sequentially added and the mixture was stirred at room temperature for 2 hours. After the reaction was complete, water was added, followed by extraction with ethyl acetate. After drying the ethyl acetate phase with anhydrous sodium sulfate, it was concentrated, and 2-((5,6-dimethyl-1-(phenylcarbonyl)benzimidazole-2-ylthio)methyl)benzoic acid t-butyl ester was obtained (38 mg, yield quantitative).

Aufarbeitung

  1. additionwere sequentially added
  2. extractionfollowed by extraction with ethyl acetate
  3. dry with materialAfter drying the ethyl acetate phase with anhydrous sodium sulfate, it
  4. concentrationwas concentrated

Quellen und Nachweise

ORD-Eintrag
ord-ad49f7b84bbc4d8d9dbf4150bf890d56
Quelldatensatz
uspto-grants-2007_09
Patentnummer
US07268145B2

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