Triethylamine → N-{4-[(4-hydroxyphenyl)(methyl)sulfamoyl]phenyl}acetamide

HRID 395597

Reaktionsgleichung

Reaktionsgleichung von HRID 395597
S([O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][CH3:13])=[CH:8][CH:7]=1)(O)(=O)=O.[C:14]([NH:17][C:18]1[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=1)(=[O:16])[CH3:15].C(N(CC)CC)C>C(O)C>[OH:5][C:6]1[CH:7]=[CH:8][C:9]([N:12]([CH3:13])[S:24]([C:21]2[CH:20]=[CH:19][C:18]([NH:17][C:14](=[O:16])[CH3:15])=[CH:23][CH:22]=2)(=[O:26])=[O:25])=[CH:10][CH:11]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 8481N-Acetylsulfanilyl chlorideHCID 10198132p-(N-methylamino)phenol sulfate

Produkt 1

HCID 2998367N-{4-[(4-hydroxyphenyl)(methyl)sulfamoyl]phenyl}acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

4-Methylaminophenol sulfate and equivalent 4-acetamidobenzenesulfonyl chloride and double equivalent triethylamine were reacted in ethanol at room temperature for 4 hours. After the solvent was removed in vacuo, the residue was extracted with diethyl ether. The ether layer was washed successively with 2 N hydrochloric acid, saturated aqueous NaHCO3 solution and water, then dried over anhydrous Na2SO4 The solvent was removed and the residue was recrystallized from ethanol to give N-(4-hydroxyphenyl)-N-methyl-4-acetamidobenzenesulfonamide, mp 202-203° C.

Aufarbeitung

  1. customAfter the solvent was removed in vacuo
  2. extractionthe residue was extracted with diethyl ether
  3. washThe ether layer was washed successively with 2 N hydrochloric acid, saturated aqueous NaHCO3 solution and water
  4. dry with materialdried over anhydrous Na2SO4 The solvent
  5. customwas removed
  6. customthe residue was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-c49085fcab17466c95941101e1a3525b
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06605635B1

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