Water → 4-(3-Methyl-5-phenyl-[1,2,4]triazole-1-yl)-benzenesulfonamide

HRID 1376073Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1376073
C(O[C:4](=[N:6][C:7](=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:5])C.Cl.[NH:16]([C:18]1[CH:23]=[CH:22][C:21]([S:24]([NH2:27])(=[O:26])=[O:25])=[CH:20][CH:19]=1)[NH2:17].C(N(CC)CC)C.O>ClCCl.CO>[CH3:5][C:4]1[N:6]=[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:16]([C:18]2[CH:23]=[CH:22][C:21]([S:24]([NH2:27])(=[O:25])=[O:26])=[CH:20][CH:19]=2)[N:17]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 27945674-Hydrazinylbenzenesulfonamide hydrochlorideHCID 13028604Ethyl (1E)-N-benzoylethanimidate

Produkt 1

HCID 101932424-(3-Methyl-5-phenyl-[1,2,4]triazole-1-yl)-benzenesulfonamideAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

N-(1-ethoxy-ethylidene)-benzamide 400 mg (2.09 mmol) was dissolved in a mixed solvent of dichloromethane 20 ml and methanol 10 ml and 4-hydrazinobenzenesulfonamide hydrochloride 515 mg (2.23 mmol) was added to the solution. Then, triethylamine 0.35 ml (2.51 mmol) was slowly added dropwise at room temperature for 10 minutes and stirred for 8 hours. After completing the reaction, water 20 ml was added to the reacting solution and extracted two times with dichloromethane, and then, the collected organic layer was washed with saturated brine. The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure, and the resulting product was re-crystallized in acetone and hexane phase. As a result, 4-(3-methyl-5-phenyl-[1,2,4]triazole-1-yl)-benzenesulfonamide (368 mg, yield: 56%) was obtained as a solid phase.

Aufarbeitung

  1. additionwas added to the solution
  2. additionwas added to the reacting solution
  3. extractionextracted two times with dichloromethane
  4. washthe collected organic layer was washed with saturated brine
  5. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customthe resulting product was re-crystallized in acetone

Quellen und Nachweise

ORD-Eintrag
ord-0e704d54186e41ee9f02815bbcb12b3c
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07169929B2

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