Dimethyl Sulfoxide → HCID 18331423, compound

HRID 2270554Notes

Reaction equation

HRID 2270554 reaction equation
Cl[CH2:2][C:3]1[CH:4]=[C:5]([N+:11]([O-:13])=[O:12])[CH:6]=[CH:7][C:8]=1[CH2:9][CH3:10].CS(C)=O.[C-:18]#[N:19].[Na+].C(OCC)(=O)C>O.CCCCCC>[C:18]([CH2:2][C:3]1[CH:4]=[C:5]([N+:11]([O-:13])=[O:12])[CH:6]=[CH:7][C:8]=1[CH2:9][CH3:10])#[N:19]

Participants

7

Reactant 4

HCID 679Dimethyl SulfoxideHCID 8857Ethyl AcetateHCID 8929Sodium CyanideHCID 123759392-(Chloromethyl)-1-ethyl-4-nitrobenzene

Product 1

HCID 18331423HCID 18331423, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8058HexaneSolvent

Procedure

To a mixture of 3-chloromethyl-4-ethylnitrobenzene (4.0 g) and dimethyl sulfoxide (50 ml), sodium cyanide (982 mg) was added. The reaction mixture was stirred at room temperature for 3 h and then ethyl acetate, n-hexane and water were added. The organic layer was washed with a saturated aqueous sodium chloride solution, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the titled compound quantitatively.

Workup

  1. additionwas added
  2. washThe organic layer was washed with a saturated aqueous sodium chloride solution
  3. dry with materialdried with anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e21f42bcba184bf8be9dda91e7678df8
Source dataset
uspto-grants-2001_12
Patent number
US06331553B1

Reaction notes

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