Reaktion #444797

Reaktionsgleichung

1-[4-(N-hydroxy-amidino)-2,3-dihydro-1H-inden-1-ylideneamino]-2-amino-4-(4-biphenylyl)-imidazole dihydrochloride

water

→

title compound

1-[4-(Amidino)-2,3-dihydro-1H-inden-1-ylideneamino]-2-amino-4-(4-bi-phenylyl)-imidazole dihydrochloride

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeis hydrogenated at 25°-51° C. and under normal pressure until the absorption of hydrogen
2. 2
   FiltrationThe reaction mixture is then filtered
3. 3
   Einengenthe filtrate is acidified to pH 1 with concentrated hydrochloric acid, and concentration
4. 4
   Sonstigeis carried out by evaporation in vacuo
5. 5
   SonstigeRecrystallization of the residue twice from ethanol

Vorschrift

Analogously to Example 2, a mixture of 9.27 g (18.54 mmol) of 1-[4-(N-hydroxy-amidino)-2,3-dihydro-1H-inden-1-ylideneamino]-2-amino-4-(4-biphenylyl)-imidazole dihydrochloride, 800 ml of water, 820 ml of methanol and 7.3 g of Raney nickel is hydrogenated at 25°-51° C. and under normal pressure until the absorption of hydrogen has ceased. The reaction mixture is then filtered, the filtrate is acidified to pH 1 with concentrated hydrochloric acid, and concentration is carried out by evaporation in vacuo. Recrystallization of the residue twice from ethanol yields the title compound, m.p. 269°-270° C. (decomp.), 1H-NMR (DMSO/D2O): δ=8.32 (d, 1H); 8.03 (s, 1H); 7.62-7.83 (m, 8H); 7.35-7.53 (m, 3H); 3.36 (s, 4H).

Quelle