HCID 669172, compound → 4-amino-N-(2-phenylethyl)benzenesulfonamide

HRID 2105710Notes

Reaction equation

HRID 2105710 reaction equation
[C:1]1([CH2:7][CH2:8][NH:9][S:10]([C:13]2[CH:18]=[CH:17][C:16]([NH:19]C(=O)C)=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>O1CCOCC1>[C:1]1([CH2:7][CH2:8][NH:9][S:10]([C:13]2[CH:14]=[CH:15][C:16]([NH2:19])=[CH:17][CH:18]=2)(=[O:12])=[O:11])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 669172HCID 669172, compound

Product 1

HCID 8335394-amino-N-(2-phenylethyl)benzenesulfonamideYield 91.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 23 (0.6 g, 1.7 mmol) in dioxane (8 ml) 20% NaOH is added (13 ml) and the mixture is refluxed for 1.5 hours. The solvent is concentrated under reduced pressure and the aqueous phase is added with 20% NaOH to pH=7. The resulting solid is filtered under reduced pressure, washed with water and dried to give compound 24 as white solid (0.43 g, 83% yield).

Workup

  1. temperaturethe mixture is refluxed for 1.5 hours
  2. concentrationThe solvent is concentrated under reduced pressure
  3. additionthe aqueous phase is added with 20% NaOH to pH=7
  4. filtrationThe resulting solid is filtered under reduced pressure
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-6be5395a1bea4a3b9bc378ec832df66b
Source dataset
uspto-grants-2009_08
Patent number
US07579378B2

Reaction notes

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