Methanol → {4-[2-(2,4-Dichloro-phenoxy)-phenylsulfamoyl]-benzoylamino}-acetic acid

HRID 446858Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 446858
C([O:3][C:4](=[O:34])[CH2:5][NH:6][C:7](=[O:33])[C:8]1[CH:13]=[CH:12][C:11]([S:14](=[O:32])(=[O:31])[NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=2[Cl:30])=[CH:10][CH:9]=1)C.O.CO>O1CCCC1>[Cl:30][C:24]1[CH:25]=[C:26]([Cl:29])[CH:27]=[CH:28][C:23]=1[O:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[NH:15][S:14]([C:11]1[CH:12]=[CH:13][C:8]([C:7]([NH:6][CH2:5][C:4]([OH:34])=[O:3])=[O:33])=[CH:9][CH:10]=1)(=[O:31])=[O:32]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 962WaterHCID 68494934HCID 68494934, Verbindung

Produkt 1

HCID 68493493{4-[2-(2,4-Dichloro-phenoxy)-phenylsulfamoyl]-benzoylamino}-acetic acidAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of {4-[2-(2,4-dichloro-phenoxy)-phenylsulfamoyl]-benzoylamino}-acetic acid ethyl ester (7.68 g, 14.67 mmol) in a mixture of tetrahydrofuran (36 mL), water (18 mL) and methanol (18 mL) lithium hydroxide monohydrate (3.09 g, 73.64 mmol) was added and the reaction mixture was stirred at room temperature for 2 h. The mixture was concentrated, the residue was dissolved in water, acidified with 1M hydrochloric acid, the precipitated solid was filtered off, washed with water and dried to yield 6.76 g (93%) of the title compound as a yellowish solid. MS (EI) 496.2 (MH+).

Aufarbeitung

  1. additionwas added
  2. concentrationThe mixture was concentrated
  3. dissolutionthe residue was dissolved in water
  4. filtrationthe precipitated solid was filtered off
  5. washwashed with water
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-78b286e9214246a0adcbb984ffcb41ea
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481527B2

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