Butyl iodide → Methyl Z-4-[[2-butyl-5-[(1-butyl-2,5-dioxo-4-imidazolidinylidene)methyl]-1H-imidazol-1-yl]methyl]benzoate

HRID 1033111

Reaktionsgleichung

Reaktionsgleichung von HRID 1033111
[O:1]=[C:2]1[N:6]=[C:5](P(=O)(OCC)OCC)[C:4](=[O:15])[NH:3]1.C([O-])([O-])=O.[K+].[K+].I[CH2:23][CH2:24][CH2:25][CH3:26].[CH2:27]([C:31]1[N:32]([CH2:38][C:39]2[CH:48]=[CH:47][C:42]([C:43]([O:45][CH3:46])=[O:44])=[CH:41][CH:40]=2)[C:33]([CH:36]=O)=[CH:34][N:35]=1)[CH2:28][CH2:29][CH3:30]>CN(C=O)C.O.C(Cl)Cl>[CH2:27]([C:31]1[N:32]([CH2:38][C:39]2[CH:48]=[CH:47][C:42]([C:43]([O:45][CH3:46])=[O:44])=[CH:41][CH:40]=2)[C:33](/[CH:36]=[C:5]2\[NH:6][C:2](=[O:1])[N:3]([CH2:23][CH2:24][CH2:25][CH3:26])[C:4]\2=[O:15])=[CH:34][N:35]=1)[CH2:28][CH2:29][CH3:30]

Komponenten

8

Edukt 4

HCID 10962Butyl iodideHCID 11430Potassium CarbonateHCID 10334966Methyl 4-[(2-butyl-5-formyl-1H-imidazol-1-YL)methyl]benzoateHCID 53733419Diethyl (2,5-dioxo-2,5-dihydro-1H-imidazol-4-yl)phosphonate

Produkt 1

HCID 11743857Methyl Z-4-[[2-butyl-5-[(1-butyl-2,5-dioxo-4-imidazolidinylidene)methyl]-1H-imidazol-1-yl]methyl]benzoate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of diethyl 2,5-dioxo-4-imidazolylphosphonate (1.5 g, 0.33 mmol) in DMF (4 mL) is added K2CO3 and then 1-iodobutane (0.79 mL, 6.96 mmol). This mixture is stirred for 16 hours at room temperature. To this yellow mixture is added methyl 4-[(2-butyl-5-formyl-1H-imidazol-1-yl)methyl]benzoate (1.05 g, 3.5 mmol). After 2 hours methylene chloride (10 mL) was added to aid stirring. The mixture was stirred for 16 hours. After diluting the reaction mixture with water it was extracted with ethyl acetate. This extract was washed with water and brine. The extract was dried over MgSO4, filtered and then concentrated until crystallization was apparent. The solid was collected and dried.

Aufarbeitung

  1. stirringstirring
  2. stirringThe mixture was stirred for 16 hours
  3. extractionwas extracted with ethyl acetate
  4. washThis extract was washed with water and brine
  5. dry with materialThe extract was dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated until crystallization
  8. customThe solid was collected
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d6ec9288e119447dbbac5aa643d34671
Quelldatensatz
uspto-grants-1994_05
Patentnummer
US05308853

Verknüpfte Notizen

Wird geladen…