Tripropylamine → 4-Chloro-1-methylquinazolin-2(1H)-one

HRID 1719916

Reaktionsgleichung

Reaktionsgleichung von HRID 1719916
[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=O)[NH:4][C:3]1=[O:13].C(N(CCC)CCC)CC.P(Cl)(Cl)([Cl:26])=O.[OH-].[Na+]>C(N(CCC)CCC)CC.C(Cl)(Cl)Cl>[Cl:26][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[N:2]([CH3:1])[C:3](=[O:13])[N:4]=1

Komponenten

6

Edukt 4

HCID 7616TripropylamineHCID 11788GlycosmicineHCID 14798Sodium HydroxideHCID 24813Phosphorus oxychloride

Produkt 1

HCID 134883764-Chloro-1-methylquinazolin-2(1H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 86738818Tri-n-propylamine chloroformLösungsmittel

Versuchsvorschrift

A mixture of 1-methylquinazoline-2,4-dione (8.8 g), tri-n-propylamine (8.6 g) and phosphorus oxychloride (80 ml) was stirred for 1 hour at 110°-120° C. The resultant mixture was cooled to ambient temperature and concentrated under reduced pressure to give a residue, which was dissolved in 2% tri-n-propylamine-chloroform solution. The solution was added dropwise to a mixture of 2N sodium hydroxide aqueous solution and ice at alkaline pH. The aqueous layer was separated and extracted twice with chloroform. The combined chloroform layer was washed with water and with aqueous solution saturated with sodium chloride, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give crystalline 4-chloro-1-methyl-1H-quinazoline-2-one.

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. customto give a residue, which
  3. customThe aqueous layer was separated
  4. extractionextracted twice with chloroform
  5. washThe combined chloroform layer was washed with water and with aqueous solution saturated with sodium chloride
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-60f0c4b2e091434cb7460b2155c6d955
Quelldatensatz
uspto-grants-1985_09
Patentnummer
US04543356

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