Hydrochloric Acid → 3-[[2-(2-Tert-butylsulfamoyl-4-isopropylphenyl)ethyl]sulfamoyl]-4-methoxybenzamide

HRID 229597Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 229597
[C:1]([C:4]1[CH:5]=[CH:6][C:7]([O:14][CH3:15])=[C:8]([S:10](Cl)(=[O:12])=[O:11])[CH:9]=1)(=[O:3])[NH2:2].[NH2:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH:25]([CH3:27])[CH3:26])=[CH:21][C:20]=1[S:28]([NH:31][C:32]([CH3:35])([CH3:34])[CH3:33])(=[O:30])=[O:29].C(N(CC)CC)C.Cl>CN(C)C=O.O>[C:32]([NH:31][S:28]([C:20]1[CH:21]=[C:22]([CH:25]([CH3:26])[CH3:27])[CH:23]=[CH:24][C:19]=1[CH2:18][CH2:17][NH:16][S:10]([C:8]1[CH:9]=[C:4]([CH:5]=[CH:6][C:7]=1[O:14][CH3:15])[C:1]([NH2:2])=[O:3])(=[O:12])=[O:11])(=[O:30])=[O:29])([CH3:33])([CH3:34])[CH3:35]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 159220085-Carbamoyl-2-methoxybenzenesulfonyl chlorideHCID 178563122-(2-aminoethyl)-N-tert-butyl-5-isopropylbenzenesulfonamide

Produkt 1

HCID 184569453-[[2-(2-Tert-butylsulfamoyl-4-isopropylphenyl)ethyl]sulfamoyl]-4-methoxybenzamideAusbeute 86,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a suspension of 241 mg of 5-carbamoyl-2-methoxybenzenesulfonyl chloride and 288 mg of 2-(2-aminoethyl)-N-tert-butyl-5-isopropylbenzenesulfonamide in 10 mL of N,N-dimethylformamide was added 0.32 mL of triethylamine, and the mixture was stirred at room temperature for 3 days. To the reaction mixture was added 30 mL of water, and the mixture was stirred at the same temperature for 1 hour. To the mixture was added 10 mL of 1 mol/L hydrochloric acid, and the mixture was extracted three times with 20 mL of ethyl acetate. The organic layers were combined and washed with 30 mL of water, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give 426 mg of 3-[[2-(2-tert-butylsulfamoyl-4-isopropylphenyl)ethyl]sulfamoyl]-4-methoxybenzamide.

Aufarbeitung

  1. stirringthe mixture was stirred at the same temperature for 1 hour
  2. extractionthe mixture was extracted three times with 20 mL of ethyl acetate
  3. washwashed with 30 mL of water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6f88be331235461f85541c4536fc3719
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07563822B2

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