Dimethylformamide → 1-(3-bromopropyl)-3-methyl-2,4(1H)-quinazolinedione

HRID 247024Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 247024
[Br:1][CH2:2][CH2:3][CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[NH:7][C:6]1=[O:16].CI.[C:19](=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[Br:1][CH2:2][CH2:3][CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[N:7]([CH3:19])[C:6]1=[O:16]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 136872071-(3-bromopropyl)-2,4(1H,3H)-quinazolinedione

Produkt 1

HCID 136872081-(3-bromopropyl)-3-methyl-2,4(1H)-quinazolinedioneAusbeute 62,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 1-(3-bromopropyl)-2,4(1H, 3H)-quinazolinedione (2.83 g), methyl iodide (3 ml), anhydrous potassium carbonate (4.2 g) and N,N-dimethylformamide (25 ml) was stirred for 8 hours at ambient temperature. After the reaction mixture was diluted with cold water, the resultant mixture was extracted twice with chloroform. The chloroform layer was washed with water twice, and with saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and evaporated in vacuo. The resultant oily residue was purified by subjecting to a column chromatography on silica gel (100 g) using chloroform for elution, to give 1-(3-bromopropyl)-3-methyl-2,4(1H)-quinazolinedione (1.85 g) as a crystal. m.p. 90°-96° C.

Aufarbeitung

  1. extractionthe resultant mixture was extracted twice with chloroform
  2. washThe chloroform layer was washed with water twice
  3. dry with materialwith saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate
  4. customevaporated in vacuo
  5. customThe resultant oily residue was purified
  6. washfor elution

Quellen und Nachweise

ORD-Eintrag
ord-b53808ef6f6f4a34b6d25dac1e601472
Quelldatensatz
uspto-grants-1987_11
Patentnummer
US04705787

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