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Water → HCID 18509279, Verbindung

HRID 1356638
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1356638
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([N:6]([CH3:17])[S:7]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=2)(=[O:9])=[O:8])=[C:4]([C:20](=O)[NH2:21])[CH:3]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.O>N1C=CC=CC=1>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([N:6]([CH3:17])[S:7]([C:10]2[CH:11]=[CH:12][C:13]([CH3:16])=[CH:14][CH:15]=2)(=[O:8])=[O:9])=[C:4]([C:20]#[N:21])[CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 962WaterHCID 9845Trifluoroacetic anhydrideHCID 18509237HCID 18509237, Verbindung

Produkt 1

HCID 18509279HCID 18509279, VerbindungAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 4′-chloro-2′-carbamoyl-N-methyl-p-toluenesulfonanilide (0.70 g (2.07 mmol)) in pyridine (3.0 ml), under cooling with ice and with stirring, trifluoroacetic anhydride (0.40 ml (2.83 mmol)) was added dropwise. The temperature of the reaction mixture was brought to room temperature and the mixture was stirred at the same temperature for 2 hours. Then, the mixture was poured into water and extracted with ethyl acetate. The extract was washed with dilute hydrochloric acid, water and saturated sodium chloride solution, successively, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. Diisopropyl ether was added to the residue and crystals separated was filtered and washed to give 0.63 g (95%) of the title compound as white crystals.

Aufarbeitung

  1. customwas brought to room temperature
  2. stirringthe mixture was stirred at the same temperature for 2 hours
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with dilute hydrochloric acid, water and saturated sodium chloride solution
  5. dry with materialsuccessively, dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. additionDiisopropyl ether was added to the residue and crystals
  8. customseparated
  9. filtrationwas filtered
  10. washwashed

Quellen und Nachweise

ORD-Eintrag
ord-c94b7d49e8514ded80ee6e9136dc5a1d
Quelldatensatz
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06586617B1

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