Sodium Hydroxide → HCID 178527299, compound

HRID 733044Notes

Reaction equation

HRID 733044 reaction equation
[C:1]1([S:7]([CH2:10][C:11]2[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=2[NH2:13])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:18]([O-])=O.[Na+].[OH-].[Na+]>Cl.O>[C:1]1([S:7]([C:10]2[C:11]3[C:12](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:13][N:18]=2)(=[O:8])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 108902352-[(Benzenesulfonyl)methyl]anilineHCID 23668193Sodium Nitrite

Product 1

HCID 178527299HCID 178527299, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A stirred solution of 2-[(phenylsulfonyl)methyl]aniline (247 mg, 1.00 mmol) in 4N HCl (50 ml) is treated with a solution of NaNO2 (100 mg, 1.5 mmol) in water at ice-bath temperatures, stirred for 30 min., neutralized with 10% NaOH and filtered. The filtercake is dissolved in CH2Cl2, dried over MgSO4 and concentrated in vacuo to afford the title product as a tan solid, 240 mg (93% yield), mp 118° C., identified by mass spectral and HNMR analyses.

Workup

  1. filtrationfiltered
  2. dissolutionThe filtercake is dissolved in CH2Cl2
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-36c863ae492b47c98da2e7302f124575
Source dataset
uspto-grants-2009_09
Patent number
US07589108B2

Reaction notes

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