Ethyl Acetate → HCID 19847913, compound

HRID 2351011Notes

Reaction equation

HRID 2351011 reaction equation
[CH3:1][S:2]([NH2:5])(=[O:4])=[O:3].Cl[C:7]1(Cl)[O:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[O:8]1.C(OCC)(=O)C>C1C=CC=CC=1>[CH3:1][S:2]([N:5]=[C:7]1[O:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[O:8]1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 72879MethanesulfonamideHCID 110415682,2-DICHLORO-1,3-BENZODIOXOLE

Product 1

HCID 19847913HCID 19847913, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

53.4 g of methanesulfonamide and 89.4 g of 2,2-dichloro-1,3-benzodioxole were heated under reflux with 400 ml of anhydrous ethyl acetate for 7 hours. After cooling, the solvent was removed by distillation under reduced pressure. To the residue thus obtained was added 200 ml of benzene, and the mixture was refluxed for 10 minutes and then cooled slowly to room temperature with stirring. The crystals deposited were collected by filtration and washed with benzene, water and 2-propanol in this order to obtain 83 g (yield: 83%) of 2-methanesulfonylimino-1,3-benzodioxole.

Workup

  1. temperatureAfter cooling
  2. customthe solvent was removed by distillation under reduced pressure
  3. customTo the residue thus obtained
  4. temperaturethe mixture was refluxed for 10 minutes
  5. filtrationThe crystals deposited were collected by filtration
  6. washwashed with benzene, water and 2-propanol in this order

Sources & evidence

ORD record
ord-9a053d11a38944eea99a442e487043f1
Source dataset
uspto-grants-1989_10
Patent number
US04871765

Reaction notes

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