Reaktion #450346

ord-53dc8f992e6c40a0a04ea38e1b0311bc

Reaktionsgleichung

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
Ausbeute 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
Ausbeute 75.6%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwhile maintaining the reaction mixture temperature below 10° C
  2. 2
    workup.ADDITIONAfter the addition
  3. 3
    Temperaturcooled to 10° C.
  4. 4
    FiltrationThe resultant aqueous mixture is filtered
  5. 5
    Sonstigeto obtain a solid which
  6. 6
    Waschenis washed with water
  7. 7
    Sonstigeair-dried

Vorschrift

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.)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05872253uspto-grants-1999_02