Sodium Hydroxide → HCID 11670217, Verbindung

HRID 855988Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 855988
[OH-].[Na+].C[O:4][C:5](=[O:35])[C:6]1[CH:11]=[C:10]([S:12](=[O:33])(=[O:32])[NH:13][C:14]2[CH:19]=[CH:18][C:17]([S:20][CH2:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=3)=[CH:16][CH:15]=2)[CH:9]=[CH:8][C:7]=1[CH3:34]>CO>[CH3:34][C:7]1[CH:8]=[CH:9][C:10]([S:12](=[O:33])(=[O:32])[NH:13][C:14]2[CH:15]=[CH:16][C:17]([S:20][CH2:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=3)=[CH:18][CH:19]=2)=[CH:11][C:6]=1[C:5]([OH:35])=[O:4]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 58937034HCID 58937034, Verbindung

Produkt 1

HCID 11670217HCID 11670217, VerbindungAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 1.0N aqueous sodium hydroxide (9.1 ml, 9.16 mmol) was added to a solution of 2-methyl-5-[4-(4-trifluoromethyl-benzylsulfanyl)-phenylsulfamoyl]-benzoic acid methyl ester (1.13 g, 2.29 mmol) in 100 ml methanol and the resulting solution was heated at reflux overnight under nitrogen. The reaction solution was then cooled to room temperature and concentrated under reduced pressure. The residue was stirred in 1.0N aqueous hydrochloric acid solution (25 ml) and filtered to yield the title compound as a white solid (1.03 g, 94% yield). MS: 480.2 (M−1); 1H NMR (400 MHz, CD3OD): δ2.49 (s, 3H), 4.04 (s, 2H), 6.96 (d, 2H), 7.1 (d, 2H), 7.29 (m, 2H), 7.33 (d, 1H), 7.47 (m, 3H), 7.94 (b, 1H).

Aufarbeitung

  1. temperaturethe resulting solution was heated
  2. temperatureat reflux overnight under nitrogen
  3. concentrationconcentrated under reduced pressure
  4. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-82bd0a81e6d2451e88ddb4f8ca1607bb
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07262318B2

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