Benzenesulfonyl chloride → HCID 18929758, Verbindung

HRID 1598578Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1598578
I.[N:2]1[NH:3][C:4](=[O:18])[CH2:5][CH2:6][C:7]=1[C:8]1[S:12][C:11]2[CH2:13][CH2:14][CH:15]([NH2:17])[CH2:16][C:10]=2[CH:9]=1.C(N(CC)CC)C.[C:26]1([S:32](Cl)(=[O:34])=[O:33])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CN1CCN(C)C1=O>[N:2]1[NH:3][C:4](=[O:18])[CH2:5][CH2:6][C:7]=1[C:8]1[S:12][C:11]2[CH2:13][CH2:14][CH:15]([NH:17][S:32]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)(=[O:34])=[O:33])[CH2:16][C:10]=2[CH:9]=1

Komponenten

5

Edukt 3

HCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 18929750HCID 18929750, Verbindung

Produkt 1

HCID 18929758HCID 18929758, VerbindungAusbeute 88,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 66611,3-Dimethyl-2-imidazolidinoneLösungsmittel

Versuchsvorschrift

To 1.34 g of 2-[4,5-dihydropyridazin-3(2H)-on-6-yl]-5-amino-4,5,6,7-tetrahydrobenzo[b]thiophene.hydroiodide and 1.2 ml of triethylamine dissolved in 20 ml of 1,3-dimethyl-2-imidazolidinone was added 765 mg of benzenesulfonyl chloride, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into ice water and extracted with ethyl acetate. After the organic layer was washed and dried, the solvent was removed. The resulting crystals were recrystallized from nitromethane to obtain 1.22 g of 2-[4,5-dihydropyridazin-3(2H)-on-6-yl]-5-(phenylsulfonylamino)-4,5,6,7-tetrahydrobenzo[b]thiophene.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washAfter the organic layer was washed
  3. customdried
  4. customthe solvent was removed
  5. customThe resulting crystals were recrystallized from nitromethane

Quellen und Nachweise

ORD-Eintrag
ord-dba9202ba71f40febfc52f262d392cf8
Quelldatensatz
uspto-grants-1998_04
Patentnummer
US05739132

Notizen zur Reaktion

Wird geladen…