Triethylamine → 2-(Chloromethyl)-1-(methylsulfonyl)-1h-benzimidazole

HRID 1072005Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1072005
[Cl:1][CH2:2][C:3]1[NH:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[CH3:12][S:13](Cl)(=[O:15])=[O:14].C(N(CC)CC)C>C(Cl)Cl>[Cl:1][CH2:2][C:3]1[N:4]([S:13]([CH3:12])(=[O:15])=[O:14])[C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 785712-Chloromethylbenzimidazole

Produkt 1

HCID 2656732-(Chloromethyl)-1-(methylsulfonyl)-1h-benzimidazoleAusbeute 63,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 2-(chloromethyl)benzimidazole (80 g, 0.48 mol) and methanesulfonyl chloride (58.3 mL, 0.75 mol) in 0.5 L of methylene chloride, triethylamine (136 mL, 0.97 mol) was added dropwise under nitrogen. The resulting mixture was stirred at room temperature for 6 hours. The mixture was filtered and the filtrate was evaporated. The residue was triturated in methanol and filtered to afford 74.9 g of the title compound as a brown solid.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated
  3. customThe residue was triturated in methanol
  4. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-dbba3128943e4d57ad430e63766d3b56
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06908936B2

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