Hydrochloric Acid → HCID 54034905, compound

HRID 436827Notes

Reaction equation

HRID 436827 reaction equation
[K].[S:2]([C:6]1[C:7]([C:11]([OH:13])=O)=[CH:8][S:9][CH:10]=1)(O)(=[O:4])=[O:3].P(Cl)(Cl)(Cl)(Cl)[Cl:15].[ClH:20]>O=P(Cl)(Cl)Cl>[Cl:20][S:2]([C:6]1[C:7]([C:11]([Cl:15])=[O:13])=[CH:8][S:9][CH:10]=1)(=[O:4])=[O:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 24819Phosphorus pentachlorideHCID 5462222PotassiumHCID 166399174-Sulfothiophene-3-carboxylic acid

Product 1

HCID 54034905HCID 54034905, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

94.6 g (0.384 mole) of the monopotassium salt of 4-sulfothiophene-3-carboxylic acid (V) is suspended in 390 ml of POCl3 ; while stirring, 160.8 g (0.768 mole) of PCl5 is added (accompanied by vigorous evolution of HCl). The mixture is then heated for 3 hours on a water bath while stirring and then cooled to room temperature, inorganic salts are filtered off and the POCl3 is distilled off, as far as possible, at subatmospheric pressure. The residue is dissolved in 400 ml of dry chloroform to remove any inorganic salts which may still be present, filtered and evaporated. The residue crystallizes upon cooling and may be used in the next stage without further purification; melting point: 78° to 79° C.; yield: 90.8 g (96.5%).

Workup

  1. temperatureThe mixture is then heated for 3 hours on a water bath
  2. stirringwhile stirring
  3. filtrationinorganic salts are filtered off
  4. distillationthe POCl3 is distilled off
  5. dissolutionThe residue is dissolved in 400 ml of dry chloroform
  6. customto remove any inorganic salts which may still be present,
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue crystallizes
  10. temperatureupon cooling
  11. custommay be used in the next stage without further purification

Sources & evidence

ORD record
ord-200072838f9c48b0a4876cfd22d6f588
Source dataset
uspto-grants-1977_06
Patent number
US04028373

Reaction notes

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