Water → HCID 86665397, Verbindung

HRID 333588Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 333588
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([NH2:7])=[O:6].C([N:21]=[C:22]=[S:23])(=O)C1C=CC=CC=1.O>CC(C)=O>[CH3:12][O:11][C:10]1[CH:9]=[CH:8][C:4]([C:5]([NH2:7])=[O:6])=[CH:3][C:2]=1[NH:1][C:22]([NH2:21])=[S:23]

Komponenten

5

Edukt 3

HCID 962WaterHCID 68284Benzoyl isothiocyanateHCID 871353-Amino-4-methoxybenzamide

Produkt 1

HCID 86665397HCID 86665397, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of 3-amino-4-methoxybenzamide (2.49 g, 15.0 mmol, Alfa) in acetone (30 mL) at reflux was added benzoyl isothiocyanate (2.22 mL, 16.5 mmol) and the mixture was stirred at reflux for 30 min, then was poured into water. The precipitate was collected by vacuum filtration and was treated with 10% aq. NaOH (15 mL). The mixture was heated to reflux for 40 min, cooled to room temperature, and poured into a mixture of ice and 6 N aq. HCl. The mixture was basified to pH 10 with conc. aq. NH4OH and the resulting white solid precipitate was collected by vacuum filtration, affording the crude title compound, which was used without further purification.

Aufarbeitung

  1. temperatureat reflux for 30 min
  2. filtrationThe precipitate was collected by vacuum filtration
  3. additionwas treated with 10% aq. NaOH (15 mL)
  4. temperatureThe mixture was heated
  5. temperatureto reflux for 40 min
  6. additionpoured into a mixture of ice and 6 N aq. HCl
  7. filtrationthe resulting white solid precipitate was collected by vacuum filtration

Quellen und Nachweise

ORD-Eintrag
ord-0db590f496134af091b44e80a819bb54
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883473B2

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