تفاعل #2335929

ord-28337973df7d4ed19d644a6abbd2e718

معادلة التفاعل

O
water
CC(=O)OCC(=O)Cl
acetoxyacetyl chloride
CCNc1cccc(N)c1C#N
2-amino-6-(ethylamino)benzonitrile
c1ccncc1
pyridine
CCNc1cccc(NC(=O)COC(C)=O)c1C#N
title compound
CCNc1cccc(NC(=O)COC(C)=O)c1C#N
2-(acetoxyacetylamino)-6-(ethylamino)benzonitrile

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةis cooled in an ice bath
  2. 2
    استخلاصthe mixture is extracted with methylene chloride
  3. 3
    تجفيفThe organic layer is dried over anhydrous sodium sulfate
  4. 4
    workup.DISTILLATIONthe solvent is distilled off under reduced pressure
  5. 5
    أخرىThe resulting crude crystals are recrystallized from ethyl acetate-hexane

الإجراء التجريبي

To a solution of 2-amino-6-(ethylamino)benzonitrile (6.7 g) in methylene chloride (100 ml) is added pyridine (4.8 ml), and to the mixture is added dropwise acetoxyacetyl chloride (6.5 ml) which is cooled in an ice bath. The mixture is stirred at room temperature for 1 hour, and thereafter, water is added thereto, and the mixture is extracted with methylene chloride. The organic layer is dried over anhydrous sodium sulfate and the solvent is distilled off under reduced pressure. The resulting crude crystals are recrystallized from ethyl acetate-hexane to give the title compound (7.8 g) having the following physical properties.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05041462uspto-grants-1991_08