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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 52346Erstellt: 23. Oktober 2026

p-Toluenesulfonic acid monohydrate → 5-[1-(4-Methanesulfonyl-phenyl)-4-trifluoromethyl-1H-imidazol-2-yl]-2-methyl-pyridine

https://huagongshe.com/de/reaction/52346

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acid monohydrateHCID 521998—
Edukt2-Methyl-5-[4-hydroxy-1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-4,5-dihydro-1h-imidazol-2-yl]pyridineHCID 22998169—
LösungsmittelTolueneHCID 1140—
Produkt5-[1-(4-Methanesulfonyl-phenyl)-4-trifluoromethyl-1H-imidazol-2-yl]-2-methyl-pyridineHCID 1017784566%

Reaktionsschritte

A mixture of the 4,5-dihydro-imidazole of step 2 (6.2 g, 15.5 mmol) and p-toluenesulfonic acid monohydrate (1.6 g, 8.4 mmol) in toluene (550 ml) was heated to reflux for 24 hours. The reaction mixture was cooled and the solvent removed under reduced pressure. The crude mixture (8.2 g) was chromatographed on silica gel using ethyl acetate/acetone (98/2) to give pure 2-methyl-5-[1-[4-(methylsulfonyl)phenyl]-4-trifluoromethyl-1H-imidazol-2-yl]pyridine (3.9 g, 66%) as a white solid: mp (DSC) 163° C. Anal Calc'd. for C17H14N3SO2F3 : C, 53.54, H, 3.70, N, 11.02, S, 8.41. Found: C, 53.12, H, 3.56, N, 11.00, S, 8.50.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05616601
Quelldatensatzuspto-grants-1997_04
ORD IDord-f6a86c8446f94b969f55ff40707192d9
Quellennotizuspto-grants-1997_04