Nitric Acid → HCID 20061077, compound

HRID 48971Notes

Reaction equation

HRID 48971 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])=[O:8])[CH:2]=1.S(=O)(=O)(O)O.[N+:21]([O-])([OH:23])=[O:22].[OH-].[NH4+]>>[Cl:15][C:10]1[CH:11]=[CH:12][C:13]([N+:21]([O-:23])=[O:22])=[CH:14][C:9]=1[C:7]([C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)=[O:8]

Participants

5

Reactant 4

HCID 944Nitric AcidHCID 1118Sulfuric Acid2×HCID 14923Ammonium HydroxideHCID 5304061(2-Chlorophenyl)(pyridin-3-yl)methanone

Product 1

HCID 20061077HCID 20061077, compoundYield 94.2%

Procedure

To a mixture of o-chlorophenyl 3-pyridyl ketone (10.0 g, 0.460 mol) and concentrated sulfuric acid at 0° C. is added dropwise a mixture of 90% nitric acid (2.40 ml) and concentrated sulfuric acid (6.0 ml). The resultant mixture is stirred one hour at 0° C., poured onto ice and neutralized with 30% ammonium hydroxide. Filtration and drying affords the title compound as a solid (11.4 g, 94.2%) which is identified by mass spectral analysis.

Workup

  1. additionis added dropwise
  2. filtrationFiltration
  3. customdrying

Sources & evidence

ORD record
ord-3a167c5fbae7426ea028dfb8a0430b08
Source dataset
uspto-grants-2004_03
Patent number
US06706663B2

Reaction notes

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