Sodium Hydroxide → HCID 23692011, compound

HRID 1440872Notes

Reaction equation

HRID 1440872 reaction equation
[NH:1]([CH2:8][CH2:9][CH2:10][CH2:11][S:12]([OH:15])(=[O:14])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+:17]>O>[Na+:17].[NH:1]([CH2:8][CH2:9][CH2:10][CH2:11][S:12]([O-:15])(=[O:13])=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22416098HCID 22416098, compound

Product 1

HCID 23692011HCID 23692011, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of butanesultone (27.2 g, 0.2 mol) and aniline (46.5 g, 0.5 mol) in ethanol is heated under reflux for 4 hr. and cooled to room temperature to precipitate a white solid. The precipitates are filtered and recrystallized in ethanol to obtain 4-anilino-1-butanesulfonic acid (42.2 g, 90%) as white crystals. 4-Anilino-1-butanesulfonic acid (10 g) is dissolved in water and neutralized by sodium hydroxide. The neutral solution is concentrated under reduced pressure to give white solids. The solids are crystallized in methanol-chloroform to obtain 4-anilino-1-butanesulfonic acid sodium salt (10.0 g, 92%) as white crystals.

Workup

  1. concentrationThe neutral solution is concentrated under reduced pressure
  2. customto give white solids
  3. customThe solids are crystallized in methanol-chloroform

Sources & evidence

ORD record
ord-11f25253724a46bf960e3ceb5a5770ec
Source dataset
uspto-grants-1996_03
Patent number
US05500474

Reaction notes

Loading…