2-Chloroacetamidine monohydrochloride → 1-(2-Chloromethyl-3-ethyl-3H-benzoimidazol-5-yl)-ethanone

HRID 895587Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 895587
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[NH:11][CH2:12][CH3:13].[ClH:14].Cl[CH2:16][C:17](N)=N>C(#N)C>[Cl:14][CH2:13][C:12]1[N:11]([CH2:16][CH3:17])[C:3]2[CH:4]=[C:5]([C:8](=[O:10])[CH3:9])[CH:6]=[CH:7][C:2]=2[N:1]=1

Komponenten

4

Edukt 2

HCID 27769572-Chloroacetamidine monohydrochlorideHCID 22380042HCID 22380042, Verbindung

Produkt 1

HCID 223801501-(2-Chloromethyl-3-ethyl-3H-benzoimidazol-5-yl)-ethanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 1-(4-amino-3-ethylamino-phenyl)-ethanone (300 mg, 1.69 mmol) and 2-chloroacetamidine hydrochloride (804 mg, 5.1 mmol) in acetonitrile (20 mL) is refluxed for 3 hours. Solvent is removed and the residue is treated with NaHCO3 (5%, 20 mL) and DCM (50 mL). The organic layer is separated and the aqueous layer is extracted with DCM (2×40 mL). The combined organic layers are dried and solvent removed to give 1-(2-Chloromethyl-3-ethyl-3H-benzoimidazol-5-yl)-ethanone.

Aufarbeitung

  1. temperatureis refluxed for 3 hours
  2. customSolvent is removed
  3. additionthe residue is treated with NaHCO3 (5%, 20 mL) and DCM (50 mL)
  4. customThe organic layer is separated
  5. extractionthe aqueous layer is extracted with DCM (2×40 mL)
  6. customThe combined organic layers are dried
  7. customsolvent removed

Quellen und Nachweise

ORD-Eintrag
ord-1a806debedbc4a8ea40c63fe11b6ecf4
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06916819B2

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