Nitric Acid → HCID 19438650, compound

HRID 2380190Notes

Reaction equation

HRID 2380190 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-trifluoromethylpyrimidine-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-bf5334f88fca4f9798c163a8b95e20ae
Source dataset
uspto-grants-1994_11
Patent number
US05366955

Reaction notes

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