تفاعل #1574

ord-b4cbb9aa494e49f7b3f195512e6252b9

معادلة التفاعل

CC(=O)Nc1ccc(Cl)cc1F
4'-chloro-2'-fluoroacetanilide
O=[N+]([O-])O
nitric acid
CC(=O)Nc1cc([N+](=O)[O-])c(Cl)cc1F
title product
CC(=O)Nc1cc([N+](=O)[O-])c(Cl)cc1F
4'-Chloro-2'-fluoro-5'-nitroacetanilide

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONpoured onto ice
  2. 2
    ترشيحThe resultant aqueous mixture is filtered
  3. 3
    أخرىto obtain a tan solid which
  4. 4
    غسيلis washed with water
  5. 5
    أخرىdried overnight
  6. 6
    أخرىrecrystallized from a chloroform/hexanes (17:1) solution

الإجراء التجريبي

A mixture of 4'-chloro-2'-fluoroacetanilide (51 g, 0.272 mol) in concentrated sulfuric acid (100 mL) is cooled to 0° C., treated with nitric acid (90% real, 14 mL, 0.300 mol) over 45 minutes, stirred for 10 minutes, and poured onto ice. The resultant aqueous mixture is filtered to obtain a tan solid which is washed with water, dried overnight, and recrystallized from a chloroform/hexanes (17:1) solution to give the title product as a yellow solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726126uspto-grants-1998_03