Phenylurea → p-Nitrophenyl phenylcarbamoylcarbamate

HRID 27992

Reaktionsgleichung

Reaktionsgleichung von HRID 27992
[C:1]1([NH:7][C:8]([NH2:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:12]([O:14][C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=1)=[O:13]>C1COCC1>[C:1]1([NH:7][C:8]([NH:10][C:12](=[O:13])[O:14][C:15]2[CH:16]=[CH:17][C:18]([N+:21]([O-:23])=[O:22])=[CH:19][CH:20]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

4

Edukt 2

HCID 6145PhenylureaHCID 821294-Nitrophenyl chloroformate

Produkt 1

HCID 13097706p-Nitrophenyl phenylcarbamoylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of 6.8 g. of phenylurea in 50 ml. of dry THF maintained at 0° C. under nitrogen were added 5.05 g. of p-nitrophenyl chloroformate. The reaction mixture was allowed to warm to room temperture and was stirred for about 18 hours. The mixture was evaporated to dryness and the residue dissolved in ethyl acetate. The solution was washed twice with water, twice with brine, and was filtered through sodium sulfate. The filtrate was evaporated to dryness to yield 4.9 g. of the product as a white product.

Aufarbeitung

  1. additionwere added 5.05 g
  2. temperatureto warm to room temperture
  3. customThe mixture was evaporated to dryness
  4. dissolutionthe residue dissolved in ethyl acetate
  5. washThe solution was washed twice with water, twice with brine
  6. filtrationwas filtered through sodium sulfate
  7. customThe filtrate was evaporated to dryness
  8. customto yield 4.9 g

Quellen und Nachweise

ORD-Eintrag
ord-f7c73e145846469f815f3d2c37bfe350
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04224442

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