تفاعل #547925

معادلة التفاعل

5-chloro-2-pentanone

ethanol

ammonium carbonate

potassium cyanide

→

5-(3-Chloropropyl)-5-methyl-2,4-imidazolidinedione

المذيبات

water

water

ظروف التفاعل

المعالجة

1. 1
   أخرىequipped
2. 2
   درجة الحرارةwith reflux condenser and mechanical stirrer
3. 3
   درجة الحرارةcooled to 5-10° C.
4. 4
   أخرىexcess carbonate and cyanide was removed by the slow addition of 6 N aqueous hydrochloric acid (approx. 650 ml.) to pH 4
5. 5
   workup.STIRRINGunder stirring
6. 6
   تركيزThe resulting mixture was concentrated to a volume of approximately 1 liter and refrigerated overnight
7. 7
   ترشيحThe crystalline deposit of 5-(3-chloropropyl)-5-methyl-2,4-imidazolidinedione was filtered off
8. 8
   أخرىdried

الإجراء التجريبي

To a stirred solution of 5-chloro-2-pentanone (87 g., 0.72 mol) in ethanol (750 ml.) contained in a 3-liter round-bottom flask, equipped with reflux condenser and mechanical stirrer was added a solution of ammonium carbonate (214 g.) in water (525 ml) followed by a solution of potassium cyanide (50 g.) in water (265 ml.). The mixture was stirred at 50-55° C. for 2.5 hours, cooled to 5-10° C. and excess carbonate and cyanide was removed by the slow addition of 6 N aqueous hydrochloric acid (approx. 650 ml.) to pH 4 under stirring. The resulting mixture was concentrated to a volume of approximately 1 liter and refrigerated overnight. The crystalline deposit of 5-(3-chloropropyl)-5-methyl-2,4-imidazolidinedione was filtered off, dried and recrystallized from chloroform/petroleum ether (25.1 g., 0.13 mol, 18%) m.p. 119-121° C.

المصدر