تفاعل #1561

ord-e4418b697e514e7891fd2f8cc0451b85

معادلة التفاعل

O=[N+]([O-])O
Nitric acid
Cn1c(=O)[nH]c(=O)n(-c2ccc(F)cc2Cl)c1=O
1-(2-chloro-4-fluorophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trione
Cn1c(=O)[nH]c(=O)n(-c2cc([N+](=O)[O-])c(F)cc2Cl)c1=O
title product
المردود 75.6%
Cn1c(=O)[nH]c(=O)n(-c2cc([N+](=O)[O-])c(F)cc2Cl)c1=O
1-(2-Chloro-4-fluoro-5-nitrophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trione
المردود 75.6%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwhile maintaining the reaction mixture temperature below 10° C
  2. 2
    workup.ADDITIONAfter the addition
  3. 3
    درجة الحرارةcooled to 10° C
  4. 4
    ترشيحThe resultant aqueous mixture is filtered
  5. 5
    أخرىto obtain a solid which
  6. 6
    غسيلis washed with water
  7. 7
    أخرىair-dried

الإجراء التجريبي

Nitric acid (70% real, 8.3 mL, 0.131 mol) is added to a solution of 1-(2-chloro-4-fluorophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trione (32.4 g, 0.119 mol) in concentrated sulfuric acid while maintaining the reaction mixture temperature below 10° C. After the addition is complete, the reaction mixture is stirred at room temperature for 30 minutes, cooled to 10° C and diluted with ice-water. The resultant aqueous mixture is filtered to obtain a solid which is washed with water and air-dried to give the title product as a white solid (28.5 g, mp 135°-139° C.).

المصدر

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