Hydroxylamine → HCID 72533800, compound

HRID 2246238Notes

Reaction equation

HRID 2246238 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[NH2:14][OH:15]>C(O)C>[Cl:1][C:2]1[CH:9]=[C:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH:7]=[CH:6][C:3]=1[C:4](=[N:14][OH:15])[NH2:5]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 591699432-Chloro-4-(methylsulfonyl)benzonitrile

Product 1

HCID 72533800HCID 72533800, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The nitrile from Step B was dissolved into 100 mL of 1:1 ethanol/50% aqueous hydroxylamine then heated to reflux for 12 h. After evaporation of the solvent, the residue was dissolved into 400 mL of ethyl acetate then washed with saturated aqueous brine (150 mL). The organic phase was dried over magnesium sulfate, filtered, and evaporated in vacuo to yield the title compound, which was used without further purification. LC/MS 449.05 (M+1), 451.03 (M+3).

Workup

  1. temperaturethen heated
  2. temperatureto reflux for 12 h
  3. customAfter evaporation of the solvent
  4. dissolutionthe residue was dissolved into 400 mL of ethyl acetate
  5. washthen washed with saturated aqueous brine (150 mL)
  6. dry with materialThe organic phase was dried over magnesium sulfate
  7. filtrationfiltered
  8. customevaporated in vacuo

Sources & evidence

ORD record
ord-3d20213f5e024296a5989187f3f68b93
Source dataset
uspto-grants-2010_03
Patent number
US07687492B2

Reaction notes

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