p-Toluenesulfonic acid monohydrate → p-Toluenesulfonic acid

HRID 895023Notes

Reaction equation

HRID 895023 reaction equation
O.[C:2]1([CH3:12])[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1>C(O)C>[CH3:12][C:2]1[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 6101p-Toluenesulfonic acidYield 292.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A hot solution of 0.95 g (5 mmoles) of p-toluenesulfonic acid hydrate in 5 ml of absolute ethanol was added to a hot suspension of 1.97 g (5 mmoles) of 4-amino-2-(4,4-dimethylimidazolidin-2-on-1-yl)-pyrimidine-5-carboxylic acid 3-trifluoromethyl-anilide in 40 ml of absolute ethanol; after this, a solution formed for a short time and this was boiled under reflux for 5 minutes. After cooling, the crystalline product which had precipitated was filtered off and washed with ethanol and ether. After drying, 2.52 g (86.3% yield) of the abovementioned p-toluenesulfonate of m.p. 223°-4° C. were obtained.

Workup

  1. customafter this, a solution formed for a short time
  2. temperatureunder reflux for 5 minutes
  3. temperatureAfter cooling
  4. customthe crystalline product which had precipitated
  5. filtrationwas filtered off
  6. washwashed with ethanol and ether
  7. customAfter drying

Sources & evidence

ORD record
ord-d09a6a99c91a407db909e33cca0e7d99
Source dataset
uspto-grants-1981_08
Patent number
US04285946

Reaction notes

Loading…