Acetic Acid → 6-Amino-3-methyl-5-nitroso-1-phenylpyrimidine-2,4(1H,3H)-dione

HRID 2258471Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2258471
[NH2:1][C:2]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:6](=[O:14])[N:5]([CH3:15])[C:4](=[O:16])[CH:3]=1.[OH-].[Na+].[N:19]([O-])=[O:20].[Na+].C(O)(=O)C>O>[NH2:1][C:2]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:6](=[O:14])[N:5]([CH3:15])[C:4](=[O:16])[C:3]=1[N:19]=[O:20]

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 16492566-Amino-3-methyl-1-phenylpyrimidine-2,4(1H,3H)-dioneHCID 23668193Sodium Nitrite

Produkt 1

HCID 127062666-Amino-3-methyl-5-nitroso-1-phenylpyrimidine-2,4(1H,3H)-dioneAusbeute 99,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

The obtained 6-amino-3-methyl-1-phenyluracil (24 g, 0.11M) and NaOH (2.8 g, 70 mM) were dissolved in 110 ml of water. To the resulting solution was added dropwise an aqueous solution of sodium nitrite (9.5 g/80 ml). Acetic acid (13 ml) was then added dropwise at 0° C. and the mixture was brought to room temperature, followed by stirring for 2 hours. A precipitated solid product was obtained by filtration. The solid product was washed successively with water and methanol and dried to yield 6-amino-3-methyl-5-nitroso-1-phenyluracil (yield: 27 g, or 99% based on 6-amino-3-methyl-1-phenyluracil).

Aufarbeitung

  1. customwas brought to room temperature
  2. customA precipitated solid product was obtained by filtration
  3. washThe solid product was washed successively with water and methanol
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-749580c4ed5446eba1aae9dfa34d8a4b
Quelldatensatz
uspto-grants-1997_08
Patentnummer
US05661153

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