Nitric Acid → HCID 570528, compound

HRID 1529205Notes

Reaction equation

HRID 1529205 reaction equation
OS(O)(=O)=O.[N+:6]([O-:9])(O)=[O:7].[CH2:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N+:13]=1[O-:18])[CH3:11]>>[CH2:10]([C:12]1[CH:17]=[C:16]([N+:6]([O-:9])=[O:7])[CH:15]=[CH:14][N+:13]=1[O-:18])[CH3:11]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 785462-Ethylpyridine 1-oxide

Product 1

HCID 570528HCID 570528, compound

Conditions

Temperature
80 °C

Procedure

Concentrated H2SO4 (1826.0 g, 18.660 mol) and fuming HNO3 (1174.0 g, 18.640 mol) are mixed at 0° C. Then 573.8 g (4.7 mol) 2-ethyl-pyridine-1-oxide are added to the mixture over 1 h. The resulting mixture is heated to 80° C. for 3 h. After cooling to RT, the mixture is slowly poured into the crushed ice with fierce stirring. The aqueous layer is extracted with DCM (6×1.0 L), the combined layer is dried over anhydrous Na2SO4. The solvent is removed in vaccuo to afford the title compound. Yield: 700.0 g (89%).

Workup

  1. temperatureAfter cooling to RT
  2. extractionThe aqueous layer is extracted with DCM (6×1.0 L)
  3. dry with materialthe combined layer is dried over anhydrous Na2SO4
  4. customThe solvent is removed in vaccuo

Sources & evidence

ORD record
ord-bfbc441e142f4091914feb0ffbb18cbb
Source dataset
uspto-grants-2015_07
Patent number
US09090564B2

Reaction notes

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