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2-[2-(5-Chloro-2-methoxybenzoylamino)ethyl]-5-sulfamoylthiophene → 2-[2-(5-Chloro-2-methoxybenzoylamino)ethyl]-5-(amino-carbonylaminosulfonyl)thiophene

HRID 482023
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 482023
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:22][CH3:23])=[C:6]([CH:21]=1)[C:7]([NH:9][CH2:10][CH2:11][C:12]1[S:13][C:14]([S:17](=[O:20])(=[O:19])[NH2:18])=[CH:15][CH:16]=1)=[O:8].[O:24]([C:26]#[N:27])[K]>C(N(CC)CC)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:22][CH3:23])=[C:6]([CH:21]=1)[C:7]([NH:9][CH2:10][CH2:11][C:12]1[S:13][C:14]([S:17]([NH:18][C:26]([NH2:27])=[O:24])(=[O:19])=[O:20])=[CH:15][CH:16]=1)=[O:8]
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Komponenten

4

Edukt 2

HCID 152886722-[2-(5-Chloro-2-methoxybenzoylamino)ethyl]-5-sulfamoylthiopheneHCID 178418250HCID 178418250, Verbindung

Produkt 1

HCID 152886732-[2-(5-Chloro-2-methoxybenzoylamino)ethyl]-5-(amino-carbonylaminosulfonyl)thiophene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

299 mg (0.8 mmol of 2-[2-(5-chloro-2-methoxybenzoylamino)ethyl]-5-sulfamoylthiophene were treated with 448 mg of KOCN and 0.6 ml of triethylamine, and the mixture was then heated to reflux for 4 h. The cooled solution was filtered and evaporated to dryness. The residue was stirred with 40 ml of H2O, 25 ml of triethylamine and 25 ml of ethyl acetate. The organic phase was extracted 3 times with water/1% triethylamine. The combined aqueous phases were acidified with 2N hydrochloric acid. The precipitate formed was stirred in an ice bath for 3 hours and filtered off with suction.

Aufarbeitung

  1. temperaturethe mixture was then heated
  2. temperatureto reflux for 4 h
  3. filtrationThe cooled solution was filtered
  4. customevaporated to dryness
  5. extractionThe organic phase was extracted 3 times with water/1% triethylamine
  6. customThe precipitate formed
  7. stirringwas stirred in an ice bath for 3 hours
  8. filtrationfiltered off with suction

Quellen und Nachweise

ORD-Eintrag
ord-27f7c6d0b37b4d85b7687858dc855a77
Quelldatensatz
uspto-grants-1998_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05792788

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