Taurine → Potassium 2-phthalimidoethanesulfonate (1:1)

HRID 582792Notes

Reaction equation

HRID 582792 reaction equation
[NH2:1][CH2:2][CH2:3][S:4]([OH:7])(=[O:6])=[O:5].C([O-])(=O)C.[K+:12].[C:13]1(=O)[O:18][C:16](=[O:17])[C:15]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:14]12>C(O)(=O)C>[K+:12].[C:13]1(=[O:18])[N:1]([CH2:2][CH2:3][S:4]([O-:7])(=[O:6])=[O:5])[C:16](=[O:17])[C:15]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:14]12

Participants

5

Reactant 3

HCID 1123TaurineHCID 6811Phthalic AnhydrideHCID 517044Potassium Acetate

Product 1

HCID 22960477Potassium 2-phthalimidoethanesulfonate (1:1)Yield 84.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture containing 30 g of taurine, 25 g of potassium acetate and 90 ml of acetic acid is brought to reflux for 10 minutes and 37.8 g of phthalic anhydride are then added. The mixture is heated to reflux for two and a half hours and then filtered, and the product is washed with AcOH and then with 2-propanol; it is rinsed with ether and then dried under vacuum to obtain 59.14 g of the expected product.

Workup

  1. temperatureto reflux for 10 minutes
  2. temperatureThe mixture is heated
  3. temperatureto reflux for two and a half hours
  4. filtrationfiltered
  5. washthe product is washed with AcOH
  6. washit is rinsed with ether
  7. customdried under vacuum

Sources & evidence

ORD record
ord-fdc931e8d02d438ea8c028ec5dba6ec1
Source dataset
uspto-grants-1999_07
Patent number
US05925661

Reaction notes

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