Nitric Acid → HCID 22114882, compound

HRID 1276048Notes

Reaction equation

HRID 1276048 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[N:10]3[CH:19]=[CH:20][N:21]=[C:9]23)=[C:4]([F:22])[CH:3]=1.[N+:23]([O-])([OH:25])=[O:24].S(=O)(=O)(O)O>>[Cl:1][C:2]1[C:7]([N+:23]([O-:25])=[O:24])=[CH:6][C:5]([N:8]2[C:13](=[O:14])[CH:12]=[C:11]([C:15]([F:17])([F:18])[F:16])[N:10]3[CH:19]=[CH:20][N:21]=[C:9]23)=[C:4]([F:22])[CH:3]=1

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 22114880HCID 22114880, compound

Product 1

HCID 22114882HCID 22114882, compound

Procedure

8-(4-Chloro-2-fluorophenyl)-7,8-dihydro-5-trifluoromethylimidazo[1,2-a]pyrimidin-7-one (0.8 g) was added to a mixture of concentrated nitric acid (60%, d=1.38; 1 ml) and concentrated sulfuric acid (10 ml) under ice-cooled condition. The mixture was reacted for 30 minuets at 0° C., poured into ice water (150 ml) and then extracted with ether. The extract layer was washed with water, an aqueous saturated sodium hydrogencarbonate solution and water in this order, and dried on anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give the compound of interest (0.65 g) as a solid.

Workup

  1. temperaturecooled condition
  2. customThe mixture was reacted for 30 minuets at 0° C.
  3. extractionextracted with ether
  4. washThe extract layer was washed with water
  5. dry with materialan aqueous saturated sodium hydrogencarbonate solution and water in this order, and dried on anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customto give the compound of interest (0.65 g) as a solid

Sources & evidence

ORD record
ord-03796531cc5147cea2f0ebaf5aa71f10
Source dataset
uspto-grants-2000_12
Patent number
US06165942

Reaction notes

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