تفاعل #444771

معادلة التفاعل

hydrochloric acid

4-(N-hydroxyamidino)-2,3-dihydro-1H-inden-1-one oxime

1,2-diamino-4-phenyl-imidazole

→

1-[4-(N-Hydroxyamidino)-2,3-dihydro-1H-inden-1-ylideneamino]-2-amino-4-phenyl-imidazole dihydrochloride

المذيبات

isopropanol

isopropanol

ظروف التفاعل

المعالجة

1. 1
   workup.DISSOLUTIONDuring that time, the starting materials dissolve
2. 2
   أخرىthe title compound gradually crystallizes out
3. 3
   درجة الحرارةAt the end of the reaction time, the mixture is cooled
4. 4
   أخرىThe product that has crystallized out
5. 5
   ترشيحis filtered off with suction
6. 6
   غسيلwashed with isopropanol
7. 7
   أخرىdried

الإجراء التجريبي

6 ml of 32% hydrochloric acid (Merck, Darmstadt, Germany; p.a.) are added, with stirring, to a mixture of 4.1 g (0.02 mol) of 4-(N-hydroxyamidino)-2,3-dihydro-1H-inden-1-one oxime, 3.5 g (0.02 mol) of 1,2-diamino-4-phenyl-imidazole (see Beyer H. et al., Chem. Ber. 101, 3151 (1968)) and 150 ml of isopropanol, and the mixture is stirred at 80° C. for 5 hours. During that time, the starting materials dissolve and the title compound gradually crystallizes out. At the end of the reaction time, the mixture is cooled. The product that has crystallized out is filtered off with suction, washed with isopropanol and dried. The product crystallizes with one mole of isopropanol, m.p. 238°-240° C., 1H-NMR (DMSO/D2O): δ=8.24 (d, 1H); 7.88 (s, 1H); 7.73 (d, 1H); 7.55-7.68 (m, 3H); 7.34-7.5 (m, 3H); 3.26 (s, 4H).

المصدر