alpha-Naphthyl isocyanate → N-(2-Hydroxy-4-nitrophenyl)-N′-1-naphthalenylurea

HRID 1956637Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1956637
[OH:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4].[C:12]1([N:22]=[C:23]=[O:24])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1>>[OH:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH:4][C:23]([NH:22][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1)=[O:24]

Komponenten

3

Edukt 2

HCID 66589alpha-Naphthyl isocyanateHCID 49847212-Amino-5-Nitrophenol

Produkt 1

HCID 21184716N-(2-Hydroxy-4-nitrophenyl)-N′-1-naphthalenylurea

Versuchsvorschrift

N-(2-Hydroxy-4-nitrophenyl)-N'-(1-naphthyl)urea was prepared from 2-hydroxy 4-nitro aniline (500 mg, 3.24 mmol) and 1-naphthyl isocyanate (3.24 mmol) according to the procedure in General Method B. The product precipitated from methylene chloride and filtered. The resulting solid was titruated with 1:3 triethyl amine:methylene chloride. The filterate was concentrated in vacuo. The resulting residue was dissolved in methylene chloride and treated with 1N HCl in water. The desired product precipitated from solution and was collected by filtration(0.11 g, 10%). EI-MS m/z 324(M+H)+

Aufarbeitung

  1. customThe product precipitated from methylene chloride
  2. filtrationfiltered
  3. concentrationThe filterate was concentrated in vacuo
  4. dissolutionThe resulting residue was dissolved in methylene chloride
  5. additiontreated with 1N HCl in water
  6. customThe desired product precipitated from solution
  7. filtrationwas collected by filtration(0.11 g, 10%)

Quellen und Nachweise

ORD-Eintrag
ord-06cd8e8db5294396955fab612c36d3b9
Quelldatensatz
uspto-grants-1998_07
Patentnummer
US05780483

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