Methanesulfonamide → HCID 87057700, compound

HRID 1183356Notes

Reaction equation

HRID 1183356 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[C:9]=2[CH:14]=O)=[CH:4][CH:3]=1.[CH3:16][S:17]([NH2:20])(=[O:19])=[O:18].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[C:9]=2/[CH:14]=[N:20]/[S:17]([CH3:16])(=[O:19])=[O:18])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 72879MethanesulfonamideHCID 521998p-Toluenesulfonic acid monohydrateHCID 821337925-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbaldehyde

Product 1

HCID 87057700HCID 87057700, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbaldehyde (2 g, 7.5 mmol) was mixed with methanesulfonamide (0.714 g, 7.5 mmol) and p-toluenesulfonic acid monohydrate (0.010 g, 0.053 mmol) in toluene. The reaction was heated to reflux for 24 hours with Dean-Stark apparatus in place. Upon cooling the product precipitated from the reaction mixture and was isolated by filtration to afford the title compound.

Workup

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 24 hours with Dean-Stark apparatus in place
  3. temperatureUpon cooling the product
  4. customprecipitated from the reaction mixture
  5. customwas isolated by filtration

Sources & evidence

ORD record
ord-c8accb1f84ac4204854dee4b5b112d22
Source dataset
uspto-grants-2014_03
Patent number
US08664220B2

Reaction notes

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