2-Mercaptobenzoic Acid → Sodium 2-sulfanylbenzoate

HRID 1287525Notes

Reaction equation

HRID 1287525 reaction equation
[SH:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[OH-].[Na+:12]>C(O)C>[SH:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O-:6])=[O:5].[Na+:12]

Participants

4

Reactant 2

HCID 54432-Mercaptobenzoic AcidHCID 14798Sodium Hydroxide

Product 1

HCID 23690429Sodium 2-sulfanylbenzoateYield 61%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 15.4 g (0.1 mole) of 2-mercaptobenzoic acid in 20 ml of ethanol was added a solution of 3.8 g (95 moles) of sodium hydroxide in 10 ml of ethanol. The ethanol was removed on a rotary evaporator at 50 mm and the residual solid was triturated several times with ethanol to remove any unreacted 2-mercaptobenzoic acid. The washed solid was dried under vacuum overnight to yield sodium 2-mercaptobenzoate: 10.8 g (61% yield).

Workup

  1. customThe ethanol was removed on a rotary evaporator at 50 mm
  2. customthe residual solid was triturated several times with ethanol
  3. customto remove any unreacted 2-mercaptobenzoic acid
  4. customThe washed solid was dried under vacuum overnight

Sources & evidence

ORD record
ord-49597859af2d4b06bf0e4e3ad9022986
Source dataset
uspto-grants-1976_10
Patent number
US03984573

Reaction notes

Loading…