Methyl 3-aminosulfonyl-5-butylamino-4-phenoxybenzoate → Bumetanide

HRID 1730100

Reaktionsgleichung

Reaktionsgleichung von HRID 1730100
[CH2:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:13]=[C:14]([S:23](=[O:26])(=[O:25])[NH2:24])[C:15]=1[O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:9]([O:11]C)=[O:10])[CH2:2][CH2:3][CH3:4]>[OH-].[Na+]>[CH2:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:13]=[C:14]([S:23](=[O:26])(=[O:25])[NH2:24])[C:15]=1[O:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[C:9]([OH:11])=[O:10])[CH2:2][CH2:3][CH3:4]

Komponenten

3

Edukt 1

HCID 16657174Methyl 3-aminosulfonyl-5-butylamino-4-phenoxybenzoate

Produkt 1

HCID 2471Bumetanide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

2.5 Grams of methyl 3-n-butylamino-4-phenoxy-5-sulfamyl-benzoate were dissolved in 50 ml of 1N NaOH and the solution was heated for 30 minutes on a steam bath. The solution was then filtered and carefully acidified. 3-n-butylamino-4-phenoxy-5-sulfamyl-benzoic acid precipitation in flakes which melted at 229°-231° C. After recrystallization from ethanol/water, the melting point was 235° C.

Aufarbeitung

  1. temperaturethe solution was heated for 30 minutes on a steam bath
  2. filtrationThe solution was then filtered
  3. custom3-n-butylamino-4-phenoxy-5-sulfamyl-benzoic acid precipitation in flakes which melted at 229°-231° C
  4. customAfter recrystallization from ethanol/water

Quellen und Nachweise

ORD-Eintrag
ord-a532ecf66af24a71b4c12ae0461a296e
Quelldatensatz
uspto-grants-1976_11
Patentnummer
US03991097

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