4-Aminophenol → 1-(4-hydroxyphenyl)-3-methylurea

HRID 1589136Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1589136
[CH3:1][N:2]=[C:3]=[O:4].[NH2:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1>C(#N)C.CN(C)C=O>[OH:12][C:9]1[CH:10]=[CH:11][C:6]([NH:5][C:3]([NH:2][CH3:1])=[O:4])=[CH:7][CH:8]=1

Komponenten

5

Edukt 2

HCID 4034-AminophenolHCID 12228Methyl Isocyanate

Produkt 1

HCID 3496051-(4-hydroxyphenyl)-3-methylureaAusbeute 51,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of methyl isocyanate (6 g) in acetonitrile (10 ml) was added dropwise to a solution of 4-aminophenol (10.9 g) in N,N-dimethylformamide (50 ml) at 10° C. to 20° C. The mixture was stirred at 25° C. to 35° C. for 12 hours and evaporated under reduced pressure. Water (100 ml) was added to the resulting syrup and the mixture was stirred for 30 minutes. The mixture became thick in the course of stirring. The solid substance was collected by filtration, washed with cold water and recrystallized from aqueous alcohol to give 8.6 g of N-(4-hydroxyphenyl)-N'-methylurea of melting point 169°-171° C.

Aufarbeitung

  1. customevaporated under reduced pressure
  2. additionWater (100 ml) was added to the resulting syrup
  3. stirringthe mixture was stirred for 30 minutes
  4. stirringof stirring
  5. filtrationThe solid substance was collected by filtration
  6. washwashed with cold water
  7. customrecrystallized from aqueous alcohol

Quellen und Nachweise

ORD-Eintrag
ord-ef58c3d163654dcf95f4fa04007ec3d2
Quelldatensatz
uspto-grants-1986_02
Patentnummer
US04568674

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