Water → Dronedarone Sulfate

HRID 449176

Reaktionsgleichung

O.[S:2](=[O:6])(=[O:5])([OH:4])[OH:3].[CH3:7][CH2:8][CH2:9][CH2:10][C:11]1[O:19][C:18]2[CH:17]=[CH:16][C:15]([NH:20][S:21]([CH3:24])(=[O:23])=[O:22])=[CH:14][C:13]=2[C:12]=1[C:25]([C:27]1[CH:28]=[CH:29][C:30]([O:33][CH2:34][CH2:35][CH2:36][N:37]([CH2:42][CH2:43][CH2:44][CH3:45])[CH2:38][CH2:39][CH2:40][CH3:41])=[CH:31][CH:32]=1)=[O:26].Cl>CC(C)=O>[CH3:7][CH2:8][CH2:9][CH2:10][C:11]1[O:19][C:18]2[CH:17]=[CH:16][C:15]([NH:20][S:21]([CH3:24])(=[O:23])=[O:22])=[CH:14][C:13]=2[C:12]=1[C:25]([C:27]1[CH:28]=[CH:29][C:30]([O:33][CH2:34][CH2:35][CH2:36][N:37]([CH2:42][CH2:43][CH2:44][CH3:45])[CH2:38][CH2:39][CH2:40][CH3:41])=[CH:31][CH:32]=1)=[O:26].[S:2]([O-:6])([O-:5])(=[O:4])=[O:3]

Komponenten

Reaktionsbedingungen

Temperatur: 52 °C

Versuchsvorschrift

The obtained oily product was dissolved in 12 mL acetone to obtain a mixture, then 2 mL water were added to the mixture. Then, a solution of 1.1 mL concentrated sulfuric acid in 3 mL acetone was added dropwise under 10˜15° C. in about 20 min. Then, the mixture was heated to 52° C. and stirred for 1 h. The mixture was cooled by ice water bath under stirring for crystallization. After about 3.5 h later, lots of solid was precipitated. The solid obtained was filtered and dried at 50° C. under vacuum to obtain 5.5 g targeted compound. Yield: 84%, (Calculation by dronedarone hydrochloride), Purity of HPLC: 99.85%.

Aufarbeitung

customto obtain a mixture
temperatureThe mixture was cooled by ice water bath
stirringunder stirring for crystallization
waitAfter about 3.5 h later
customlots of solid was precipitated
customThe solid obtained
filtrationwas filtered
customdried at 50° C. under vacuum
customto obtain 5.5 g

Quellen und Nachweise

ORD-Eintrag: ord-93a30a87974b4a83ab9a7bd52df9659a
Quelldatensatz: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08481763B2

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