Sodium Hydroxide → HCID 23692011, compound

HRID 1721519Notes

Reaction equation

HRID 1721519 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-8d6773158b8d48169afd6d0824e9fcae
Source dataset
uspto-grants-1996_04
Patent number
US05510532

Reaction notes

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