Nitric Acid → HCID 10444779, compound

HRID 648996Notes

Reaction equation

HRID 648996 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH2:5]([C:7]1[C:8](=[O:19])[NH:9][CH2:10][C:11]=1[C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[CH3:6]>S(=O)(=O)(O)O>[CH2:5]([C:7]1[C:8](=[O:19])[NH:9][CH2:10][C:11]=1[C:12]1[CH:17]=[CH:16][C:15]([F:18])=[C:14]([N+:1]([O-:4])=[O:2])[CH:13]=1)[CH3:6]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 9990528HCID 9990528, compound

Product 1

HCID 10444779HCID 10444779, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

Nitric acid (70%, 14 mL, 0.22 mol) is added dropwise to a solution of 3-ethyl-4-(4-fluorophenyl)-1,5-dihydro -2H-pyrrol-2-one (37.6 g, 0.18 mol) in concentrated sulfuric acid (140 mL) while the temperature is maintained at 0°-5° C. The mixture is stirred for 2 hr at 0° C., and then is poured onto 2500 g of ice. The resulting precipitate is collected by filtration, and washed with water until the washes are neutral. Recrystallization of the solid from ethanol followed by drying under vacuum at 50° C. for 24 hr provides the title compound.

Workup

  1. temperatureis maintained at 0°-5° C
  2. filtrationThe resulting precipitate is collected by filtration
  3. washwashed with water until the washes
  4. customRecrystallization of the solid from ethanol
  5. customby drying under vacuum at 50° C. for 24 hr

Sources & evidence

ORD record
ord-eae6284d293e461b9a199e12ee6c086a
Source dataset
uspto-grants-1988_04
Patent number
US04737511

Reaction notes

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