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Hydrochloric Acid → HCID 19786944, Verbindung

HRID 1657026
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1657026
[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:8]=2)[CH:5]=[N:4][C:3]=1[CH:20]=[N:21][OH:22].Cl.BrN1C(=O)CCC1=O.[CH2:32]([O:35][CH3:36])[C:33]#[CH:34]>CN(C)C=O.C(N(CC)CC)C>[CH3:36][O:35][CH2:32][C:33]1[O:22][N:21]=[C:20]([C:3]2[N:4]=[CH:5][N:6]([C:7]3[CH:12]=[CH:11][CH:10]=[C:9]([O:13][C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[CH:8]=3)[C:2]=2[CH3:1])[CH:34]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 67184N-bromobutanimide2×HCID 693933-MethoxypropyneHCID 53939519HCID 53939519, Verbindung

Produkt 1

HCID 19786944HCID 19786944, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228
Dimethylformamide
Lösungsmittel
3×
HCID 8471TriethylamineLösungsmittel3×

Versuchsvorschrift

660 mg of 5-methyl-1-(3-phenoxyphenyl)-imidazole-4-carbaldehydoxime, hydrochloride is dissolved in 4 ml of dimethylformamide. At 0° C., 0.28 ml of triethylamine is added and a solution of 360 mg of N-bromosuccinimide in 2 ml of dimethylformamide is instilled within one hour. Then, 1.7 ml of methyl propargyl ether and 0.28 ml of triethylamine are added, and the mixture is stirred for 14 hours at room temperature. 360 mg of N-bromosuccinimide in 2 ml of dimethylformamide and 0.28 ml of triethylamine are again added and the mixture is stirred for 18 hours at room temperature. After the concentration by evaporation, it is mixed with water and extracted with ethyl acetate. The extract that has been concentrated by evaporation is mixed with diethyl ether and filtered. The filtrate is purified by column chromatography. 230 mg (32% of theory) of the title compound is obtained as oil.

Aufarbeitung

  1. stirringthe mixture is stirred for 18 hours at room temperature
  2. concentrationAfter the concentration
  3. customby evaporation, it
  4. additionis mixed with water
  5. extractionextracted with ethyl acetate
  6. extractionThe extract that
  7. concentrationhas been concentrated by evaporation
  8. additionis mixed with diethyl ether
  9. filtrationfiltered
  10. customThe filtrate is purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-74f2adb3536b4ffe895d28a078809237
Quelldatensatz
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05256682

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