Nitric Acid → HCID 178486092, compound

HRID 2305332Notes

Reaction equation

HRID 2305332 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH3:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH3:12][N:13]([CH3:17])[SH:14](=[O:16])=[O:15].O>S(=O)(=O)(O)O>[CH3:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N+:1]([O-:4])=[O:2].[CH3:12][N:13]([CH3:17])[SH:14](=[O:16])=[O:15]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 178486089HCID 178486089, compound

Product 1

HCID 178486092HCID 178486092, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a gently stirring solution comprised of 1 molar equivalent of fuming nitric acid in excess concentrated sulfuric acid is added 1 molar equivalent of 4-methyl-benzene-N,N-dimethylsulfonamide in increments. The mixture is stirred for one hour and then poured over chilled water. The mixture is extracted with a suitable solvent like diethyl ether or dichloromethane. The organic phase is dried over a suitable drying agent like magnesium sulfate and concentrated in vacuo to afford a crude product which may be purified by normal methods such as chromatography or crystallization from a solvent like chloroform or heptane.

Workup

  1. additionpoured
  2. extractionThe mixture is extracted with a suitable solvent like diethyl ether or dichloromethane
  3. dry with materialThe organic phase is dried over a suitable drying agent like magnesium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-05ca728a610b400a840af121b462b9f7
Source dataset
uspto-grants-2002_08
Patent number
US06440966B1

Reaction notes

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