Hydroxylamine → N-(2,6-Dimethylphenyl)-N'-hydroxylurea

HRID 1582555Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1582555
[NH2:1][OH:2].[CH3:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:5]=1[N:11]=[C:12]=[O:13]>O.C1(C)C=CC=CC=1>[CH3:10][C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([CH3:3])[C:5]=1[NH:11][C:12]([NH:1][OH:2])=[O:13]

Komponenten

5

Edukt 2

HCID 787HydroxylamineHCID 987872,6-Xylyl isocyanate

Produkt 1

HCID 22717698N-(2,6-Dimethylphenyl)-N'-hydroxylureaAusbeute 97,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel3×

Versuchsvorschrift

A 500 mL side arm flask equipped with a thermometer and an addition funnel with a nitrogen inlet was charged with 100 mL of toluene and 2.00 g (0.10 mol) of 50% hydroxylamine in water. A solution of 4.41 g of 2,6-dimethylphenyl isocyanate (0.03 mol) dissolved in 50 mL of toluene was added dropwise over 15 min. External cooling was used to maintain the, internal reaction temperature below 25° C. Stirring was continued at room temp for 18 h. The solvent was removed under reduced pressure to give a white solid. The residual solvent was further co-evaporated twice with toluene, then oven dried overnight to give the desired product (5.25 g) as a white solid melting at 192-193° C.

Aufarbeitung

  1. customA 500 mL side arm flask equipped with a thermometer and an addition funnel with a nitrogen inlet
  2. additionwas added dropwise over 15 min
  3. temperatureExternal cooling
  4. temperatureto maintain the, internal reaction temperature below 25° C
  5. customThe solvent was removed under reduced pressure
  6. customto give a white solid
  7. customoven dried overnight

Quellen und Nachweise

ORD-Eintrag
ord-97a9ff74b9314f0d9a91c9c7d6fd118f
Quelldatensatz
uspto-grants-2004_05
Patentnummer
US06737383B1

Notizen zur Reaktion

Wird geladen…