Water → HCID 178498045, Verbindung

HRID 2164622

Reaktionsgleichung

Reaktionsgleichung von HRID 2164622
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([NH2:11])=[C:6]([Cl:12])[CH:5]=1.[C:14]([N:17]1[CH2:21][CH2:20][NH:19][C:18]1=O)(=[O:16])[CH3:15].O.[OH-].[Na+]>P(Cl)(Cl)(Cl)=O>[C:14]([N:17]1[CH2:21][CH2:20][NH:19][C:18]1=[N:11][C:7]1[C:6]([Cl:12])=[CH:5][C:4]([C:3]([O:2][CH3:1])=[O:13])=[CH:9][C:8]=1[Cl:10])(=[O:16])[CH3:15]

Komponenten

6

Edukt 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 79350N-AcetylimidazolidinoneHCID 604808Methyl 4-amino-3,5-dichlorobenzoate

Produkt 1

HCID 178498045HCID 178498045, VerbindungAusbeute 75,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24813Phosphorus oxychlorideLösungsmittel2×

Versuchsvorschrift

Methyl-4-amino-3,5-dichlorobenzoate (16.8 g, 31 mmole), 1-acetyl-2-imidazolidone (4.3 g, 33.5 mmole) in phosphoryl chloride (44 ml) were stirred at 50° C. for 3 days. After cooling the phosphoryl chloride was evaporated to give an oily residue. Iced water was added to the residue which was then basified with aqueous sodium hydroxide. The mixture was extracted with methylene chloride which was then washed with water, dried (magnesium sulphate) and evaporated to give a creamy solid. This solid was recrystallised from toluene to give the title compound (7.7 g) mp 188°-189° C.

Aufarbeitung

  1. customwas evaporated
  2. customto give an oily residue
  3. extractionThe mixture was extracted with methylene chloride which
  4. washwas then washed with water
  5. dry with materialdried (magnesium sulphate)
  6. customevaporated
  7. customto give a creamy solid
  8. customThis solid was recrystallised from toluene

Quellen und Nachweise

ORD-Eintrag
ord-026a6d3952fa4328a8677a98144acf0c
Quelldatensatz
uspto-grants-1985_03
Patentnummer
US04505926

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