Methanesulfonic Acid → HCID 22729310, compound

HRID 460603Notes

Reaction equation

HRID 460603 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[CH:10]=[C:9]([C:12]([NH:14][NH:15][C:16](=O)[CH3:17])=[S:13])[O:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.CS(O)(=O)=O>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[C:11]2[CH:10]=[C:9]([C:12]3[S:13][C:16]([CH3:17])=[N:15][N:14]=3)[O:8][C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 86585642HCID 86585642, compound

Product 1

HCID 22729310HCID 22729310, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution (50 ml) of N′-(4-methoxybenzo(b)furan-2-ylthiocarbonyl)acetohydrazide (1.1 g) in toluene was added methanesulfonic acid (1.0 ml) and the mixture was stirred at 80° C. for 30 min. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in ethyl acetate and aqueous potassium carbonate solution, followed by partitioning. After washing with water, the organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to give the title compound (0.82 g) as yellow crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. customby partitioning
  4. washAfter washing with water
  5. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-edbb9bb28b4c4cc095875faeaddc0f41
Source dataset
uspto-grants-2007_03
Patent number
US07196199B2

Reaction notes

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