Hydrochloric Acid → (E)-1-(4-Pyrimidyl)-2-styryl-1H-benzimidazole hydrochloride

HRID 50879

Reaktionsgleichung

Reaktionsgleichung von HRID 50879
[CH:1]([C:9]1[NH:13][C:12]2[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=2[N:10]=1)=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl:18][C:19]1[CH:24]=[CH:23][N:22]=[CH:21][N:20]=1.N1C=CC=CC=1N1C2C=CC=CC=2N=C1/C=C/C1C=CC=CC=1.Cl>CO>[ClH:18].[N:20]1[CH:19]=[CH:24][C:23]([N:13]2[C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[N:10]=[C:9]2/[CH:1]=[CH:2]/[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)=[N:22][CH:21]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 2429652-(2-Phenylethenyl)-1h-benzimidazoleHCID 6428344-ChloropyrimidineHCID 9796241(E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole

Produkt 1

HCID 22736756(E)-1-(4-Pyrimidyl)-2-styryl-1H-benzimidazole hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Free base of the titled compound was prepared from 2-styryl-1H-benzimidazole and 4-Chloropyrimidine according to the preparation of (E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole (Example 1, method B). The free base was treated with a 10% methanol solution of hydrogen chloride and concentrated to dryness. The residue was recrystallized from ethyl acetate/n-hexane to give the titled compound. MW: 234.81; mp: 191.0-192.0° C.; 1H-NMR (CDCl3) δ: 9.42 (1H, br.s), 9.15 (1H, br.s), 8.26 (1H, d, J=16.5 Hz), 8.08-7.94 (1H, m), 7.82-7.71 (4H, m), 7.58-7.33 (6H, m).

Aufarbeitung

  1. concentrationconcentrated to dryness
  2. customThe residue was recrystallized from ethyl acetate/n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-a780c9cb4c14491ea5bda352f2a09817
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713482B2

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