Acetic Acid → HCID 13292908, Verbindung

HRID 436823Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 436823
[CH3:1][N:2]([CH3:15])[C:3]([NH:5][C:6]1[O:10][N:9]=[C:8]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:7]=1)=[O:4].C([O-])(=O)C.[Na+].C(O)(=O)C.[Br:25]Br>C(Cl)Cl>[CH3:1][N:2]([CH3:15])[C:3]([NH:5][C:6]1[O:10][N:9]=[C:8]([C:11]([CH3:12])([CH3:14])[CH3:13])[C:7]=1[Br:25])=[O:4]

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 24408BromineHCID 517045Sodium AcetateHCID 132928951,1-Dimethyl-3-(5-tert-butyl-4-isoxazolyl)urea

Produkt 1

HCID 13292908HCID 13292908, VerbindungAusbeute 99,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a mixture of 1,1-dimethyl-(3-t-butyl-5-isoxazolyl)-urea (0.70 g), anhydrous sodium acetate (0.30 g) and glacial acetic acid (3.3 ml), bromine (0.53 g) is added dropwise in 10 minutes with ice cooling and stirring and the resultant mixture is stirred for 15 minutes. The reaction mixture is poured into ice water (30 ml) and shaken with methylene chloride. The organic layer is washed with saturated aqueous sodium bicarbonate solution and then water and evaporated to remove the solvent. The residue is recrystallized from benzene to give 1,1-dimethyl-3-(3-t-butyl-4-bromo-5-isoxazolyl)urea (0.96 g) as crystals melting at 175.5° to 176.5° C. (decomp.).

Aufarbeitung

  1. additionis added dropwise in 10 minutes with ice cooling
  2. washThe organic layer is washed with saturated aqueous sodium bicarbonate solution
  3. customwater and evaporated
  4. customto remove the solvent
  5. customThe residue is recrystallized from benzene

Quellen und Nachweise

ORD-Eintrag
ord-58ccc35fef7847b69212edd02654e57c
Quelldatensatz
uspto-grants-1977_06
Patentnummer
US04028376

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