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1,1'-Carbonyldiimidazole → HCID 59198750, Verbindung

HRID 2068955
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2068955
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH:13]=[CH:12][N:11]=[C:10]1[CH2:14][CH2:15][C:16]([O:18]CC)=[O:17].[C:21](N1C=CN=C1)(N1C=CN=C1)=[O:22]>ClC1C=CC=CC=1Cl>[CH3:8][C:6]1[CH:7]=[C:2]2[C:3](=[CH:4][CH:5]=1)[N:9]1[C:10]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[N:11][CH:12]=[C:13]1[C:21](=[O:22])[NH:1]2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 682631,1'-CarbonyldiimidazoleHCID 59198558Ethyl 1-(2-amino-4-methylphenyl)-1H-imidazole-2-propanoate

Produkt 1

HCID 59198750HCID 59198750, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 72391,2-DichlorobenzeneLösungsmittel

Versuchsvorschrift

Ethyl 3-[1-(2-amino-4-methylphenyl)-1H-imidazol-2-yl]-propanoate as synthesized in above Example 181, 160 mg, 1,1′-carbonyldiimidazole 143 mg and 1,2-dichlorobenzene 6 mL were mixed and heated under reflux for 1.5 hours. The reaction liquid was allowed to cool off, and the precipitate was recovered by filtration and washed with ethyl acetate. After being dried under reduced pressure, the product was mixed with 3 mL of ethanol and 3.0 mL of 1N aqueous sodium hydroxide solution and heated under reflux for 20 minutes. Cooling the reaction liquid off, 3.0 mL of 1N hydrochloric acid was added. The precipitated crystals were recovered by filtration, washed with water and dried in flowing air under heating to provide 82 mg of the title compound.

Aufarbeitung

  1. additionwere mixed
  2. temperatureheated
  3. temperatureunder reflux for 1.5 hours
  4. customThe reaction liquid
  5. temperatureto cool off
  6. filtrationthe precipitate was recovered by filtration
  7. washwashed with ethyl acetate
  8. customAfter being dried under reduced pressure
  9. additionthe product was mixed with 3 mL of ethanol and 3.0 mL of 1N aqueous sodium hydroxide solution
  10. temperatureheated
  11. temperatureunder reflux for 20 minutes
  12. temperatureCooling
  13. customthe reaction liquid off, 3.0 mL of 1N hydrochloric acid
  14. additionwas added
  15. filtrationThe precipitated crystals were recovered by filtration
  16. washwashed with water
  17. customdried
  18. temperatureunder heating

Quellen und Nachweise

ORD-Eintrag
ord-fb07a9b8bce1463885a2dc5e2897cd2c
Quelldatensatz
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08299080B2

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