Hydrochloric Acid → HCID 18687674, compound

HRID 1872848Notes

Reaction equation

HRID 1872848 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([O:8]C)[C:5]([O:10][CH3:11])=[CH:4][C:3]=1F.[CH3:13][S-:14].[Na+].Cl>CN(C)C=O>[CH3:11][O:10][C:5]1[CH:4]=[C:3]([S:14][CH3:13])[C:2]([F:1])=[CH:7][C:6]=1[OH:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8531751,2-Difluoro-4,5-dimethoxybenzeneHCID 4378561Sodium methanethiolate

Product 1

HCID 18687674HCID 18687674, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1,2-difluoro-4,5-dimethoxybenzene (2.61 g, 15 mmol) in N,N-dimethylformamide (20 ml) was added sodium thiomethoxide (95%, 1.11 g, 15 mmol). The reaction was allowed to reflux for 3 hours and then was cooled to room temperature. The mixture was poured into 200 ml ice-water and neutralized with 2 N HCl. The aqueous layer was extracted with ethyl ether (2×100 ml), washed with water, dried over anhydrous sodium sulfate and filtered. The solvent was removed under vacuum to afford a mixture of the two title products.

Workup

  1. temperatureto reflux for 3 hours
  2. extractionThe aqueous layer was extracted with ethyl ether (2×100 ml)
  3. washwashed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customThe solvent was removed under vacuum
  7. customto afford
  8. additiona mixture of the two title products

Sources & evidence

ORD record
ord-c81cddce5cb942a5bef5805d83e5fe42
Source dataset
uspto-grants-2000_08
Patent number
US06110956

Reaction notes

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