Nitric Acid → HCID 19438650, compound

HRID 1733808Notes

Reaction equation

HRID 1733808 reaction equation
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:7]=1[N:13]1[C:18](=[O:19])[C:17]([CH3:20])=[C:16]([C:21]([F:24])([F:23])[F:22])[N:15]=[CH:14]1.O>S(=O)(=O)(O)O>[F:5][C:6]1[CH:11]=[C:10]([F:12])[C:9]([N+:1]([O-:4])=[O:2])=[CH:8][C:7]=1[N:13]1[C:18](=[O:19])[C:17]([CH3:20])=[C:16]([C:21]([F:23])([F:24])[F:22])[N:15]=[CH:14]1

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 19438658HCID 19438658, compound

Product 1

HCID 19438650HCID 19438650, compoundYield 73.9%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Fuming nitric acid (1.63 g) was added to a solution of 3-(2,4-difluorophenyl)-5-methyl-6-trifluoromethylpyrimidin-4-one (7.5 g) in conc. sulfuric acid (50 g) at 10° C. The reaction mixture was poured into water, and the resultant mixture was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was crystallized from diethyl ether to give 3-(2,4-difluoro-5-nitrophenyl)-5-methyl-6-trifluoromethylpyrimidin-4-one (6.4 g), m.p., 156.7° C.

Workup

  1. extractionthe resultant mixture was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was crystallized from diethyl ether

Sources & evidence

ORD record
ord-609f610c81b54942ac3e7537c843ed7c
Source dataset
uspto-grants-1996_07
Patent number
US05532208

Reaction notes

Loading…