Water → Phenyl 4-(methylcarbamoyl)phenylcarbamate

HRID 613651Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 613651
[CH3:1][NH:2][C:3]([C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+].Cl[C:15]([O:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:16].O>O1CCOCC1>[CH3:1][NH:2][C:3]([C:5]1[CH:11]=[CH:10][C:8]([NH:9][C:15](=[O:16])[O:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:7][CH:6]=1)=[O:4]

Komponenten

6

Edukt 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 15891Phenyl chloroformateHCID 2355164-Amino-N-methylbenzamide

Produkt 1

HCID 18321944Phenyl 4-(methylcarbamoyl)phenylcarbamateAusbeute 94,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a suspension of 4-(methylcarbamoyl)aniline (1.0 g) in 1,4-dioxane (10 ml) were added 1N sodium hydroxide solution (13.4 ml) and phenyl chloroformate (1.26 g) under ice-cooling, and the mixture was stirred for 2 hours at ambient temperature. The reaction mixture was poured into water and extracted with a mixture of chloroform and methanol. The extract was washed with water, dried over magnesium sulfate and evaporated in vacuo. The residue was crystallized from ethyl acetate to give phenyl 4-(methylcarbamoyl)phenylcarbamate (1.70 g) as pale yellow crystals.

Aufarbeitung

  1. temperaturecooling
  2. extractionextracted with a mixture of chloroform and methanol
  3. washThe extract was washed with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was crystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-54a534ba0e7947a58d0bad74c453d3d8
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US06008229

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