تفاعل #5830

ord-c09855ed64714736b79c8d5024c94a04

معادلة التفاعل

ClCC=Cc1ccc(Cl)cc1
4-chlorocinnamyl chloride
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Nc1ccccc1N
1,2-phenylenediamine
[Cl-].[Na+]
sodium chloride
Nc1ccccc1NCC=Cc1ccc(Cl)cc1
title compound
المردود 82.2%
Nc1ccccc1NCC=Cc1ccc(Cl)cc1
N-4-Chlorocinnamyl-1,2-Phenylenediamine
المردود 82.2%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGthe mixture was stirred for 48 hours under the same condition
  2. 2
    استخلاصthe reaction mixture was extracted twice with 1000 ml of chloroform
  3. 3
    تجفيفthe extract was dried over magnesium sulfate
  4. 4
    أخرىevaporated
  5. 5
    أخرىto remove the solvent under a reduced pressure
  6. 6
    غسيلeluted with hexane/ethyl acetate (3:1)

الإجراء التجريبي

19.6 g of 1,2-phenylenediamine was dissolved in 300 ml of dimethylformamide, to the solution were added 11.3 g of the above-prepared 4-chlorocinnamyl chloride crystals and 12.5 g of potassium carbonate at a room temperature with stirring, and the mixture was stirred for 48 hours under the same condition. After adding water and sodium chloride, the reaction mixture was extracted twice with 1000 ml of chloroform, and the extract was dried over magnesium sulfate and evaporated to remove the solvent under a reduced pressure. Resulting residue was applied to a silica gel column and eluted with hexane/ethyl acetate (3:1), to obtain 12.85 g of the title compound as colorless crystals.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05245034uspto-grants-1993_09