تفاعل #77295

معادلة التفاعل

4-cyanophenylisocyanat

o-phenylene diamine

4-(1-bromoethyl)-benzoic acid

potassium carbonate

→

4-[3-(2-{1-[4-carboxyphenyl]-ethylamino}-phenyl)-ureido]-benzonitrile

المذيبات

diethyl ether

DMF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGAfter stirring overnight
2. 2
   ترشيحthe reaction mixture was filtrated
3. 3
   غسيلthe solid washed with diethylether
4. 4
   أخرىThe so prepared mono-urea derivative
5. 5
   workup.STIRRINGstirred for 3 days at rt
6. 6
   أخرىThe solvent was removed under reduced pressure
7. 7
   workup.DISSOLUTIONthe product dissolved in ethyl acetate
8. 8
   استخلاصextracted with 1 m HCl, water and brine
9. 9
   تجفيفThe organic phase was dried over sodium sulfate
10. 10
    أخرىthe solvent removed under reduced pressure

الإجراء التجريبي

12.8 g (88.8 mmol) 4-cyanophenylisocyanat were dissolved in 500 ml diethyl ether at rt. 9.6 g (88.8 mmol) o-phenylene diamine were added with stirring. After stirring overnight, the reaction mixture was filtrated and the solid washed with diethylether. The so prepared mono-urea derivative was sufficient pure for further reactions. 3.78 (15 mmol) were dissolved in 30 ml anhydrous dry DMF, 3.44 g (15 mmol) 4-(1-bromoethyl)-benzoic acid and 2 g potassium carbonate were added and stirred for 3 days at rt. The solvent was removed under reduced pressure, the product dissolved in ethyl acetate and extracted with 1 m HCl, water and brine. The organic phase was dried over sodium sulfate and the solvent removed under reduced pressure.

المصدر