Hydrochloric Acid → p-Toluenesulfonic acid dihydrate

HRID 1762071Notes

Reaction equation

HRID 1762071 reaction equation
Cl.[C:2]1([CH3:12])[CH:7]=[CH:6][C:5]([S:8]([O-:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[Na+]>O.CC(C)=O>[OH2:9].[OH2:9].[S:8]([C:5]1[CH:6]=[CH:7][C:2]([CH3:12])=[CH:3][CH:4]=1)([OH:11])(=[O:10])=[O:9]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 3720192Sodium 4-methylbenzenesulfonate

Product 1

HCID 86626551p-Toluenesulfonic acid dihydrate

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent2×

Procedure

VD 1827 hydrochloride (6.3 g, 10 mmole) was dissolved in a mixture of water (40 ml) and acetone (10 ml). A solution of sodium 4-toluenesulfonate (1.94 g, 10 mmole in water (10 ml) was added dropwise with stirring. After stirring for 1 hour at room temperature and 2 hours at 5° C., the crystalline precipitate was collected, washed with water (2×10 ml) and dried in vacuo to yield the title compound as colourless crystals with melting point 141°-148° C. dec.

Workup

  1. stirringAfter stirring for 1 hour at room temperature and 2 hours at 5° C.
  2. customthe crystalline precipitate was collected
  3. washwashed with water (2×10 ml)
  4. customdried in vacuo

Sources & evidence

ORD record
ord-769f2766898748e2b52cb471c1ab24f0
Source dataset
uspto-grants-1989_05
Patent number
US04831025

Reaction notes

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