Acetic Acid → 5-[4-(Pyrrole-1-yl)phenylsulfonyl]isoquinoline

HRID 619719Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 619719
[CH:1]1[C:10]2[C:5](=[C:6]([S:11]([C:14]3[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=3)(=[O:13])=[O:12])[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1.CO[CH:23]1[CH2:27][CH2:26][CH:25](OC)O1.C(O)(=O)C>O>[N:18]1([C:17]2[CH:19]=[CH:20][C:14]([S:11]([C:6]3[CH:7]=[CH:8][CH:9]=[C:10]4[C:5]=3[CH:4]=[CH:3][N:2]=[CH:1]4)(=[O:13])=[O:12])=[CH:15][CH:16]=2)[CH:23]=[CH:27][CH:26]=[CH:25]1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 790982,5-DimethoxytetrahydrofuranHCID 21846995HCID 21846995, Verbindung

Produkt 1

HCID 154356875-[4-(Pyrrole-1-yl)phenylsulfonyl]isoquinolineAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture solution of 4-(5-isoquinolylsulfonyl)aniline 300 mg (1.1 mmol), 2,5-dimethoxytetrahydrofuran 160 mg (1.2 mmol) and acetic acid 2 ml was heated and refluxed for 1 hour. Water was added to the reaction solution, and the solution was extracted with ethyl acetate. The organic layer was washed with saturated sodium hydrogencarbonate and saturated sodium chloride, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was recrystalized from ethyl acetate-hexane to give 5-[4-(pyrrole-1-yl)phenylsulfonyl]isoquinoline 280 mg (83.0%).

Aufarbeitung

  1. temperaturerefluxed for 1 hour
  2. extractionthe solution was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated sodium hydrogencarbonate and saturated sodium chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was recrystalized from ethyl acetate-hexane

Quellen und Nachweise

ORD-Eintrag
ord-fe7d96626de2409792c31fcfa65077d4
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05959107

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