Hydrochloric Acid → HCID 178477659, compound

HRID 238583Notes

Reaction equation

HRID 238583 reaction equation
[OH-].[K+].C(S([C:8]1[CH:13]=[CH:12][C:11]([S:14]([CH2:17][CH3:18])(=[O:16])=[O:15])=[CH:10][N:9]=1)(=O)=O)C.[O:19]1CCCC1.Cl>O>[CH2:17]([S:14]([C:11]1[CH:12]=[CH:13][C:8]([OH:19])=[N:9][CH:10]=1)(=[O:16])=[O:15])[CH3:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 132780152,5-Bis(ethylsulfonyl)pyridine

Product 1

HCID 178477659HCID 178477659, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of potassium hydroxide (11.0 g, 196 mmol, 50%) in water was added to a suspension of 2,5-bis-ethanesulfonyl-pyridine (12.0 g, 45.6 mmol, prepared using the method described above) in water and tetrahydrofuran (100 mL, 1:1, v/v). After being heated at reflux for 1 hour, the mixture was acidified with 0.5 N hydrochloric acid to pH 3 and concentrated in vacuo to remove the solvent. The residue was triturated with boiling ethanol (150 mL) and filtered. The filtrates were concentrated in vacuo to afford the crude product which was used in the next step without further purification.

Workup

  1. customprepared
  2. temperatureAfter being heated
  3. temperatureat reflux for 1 hour
  4. concentrationconcentrated in vacuo
  5. customto remove the solvent
  6. customThe residue was triturated with boiling ethanol (150 mL)
  7. filtrationfiltered
  8. concentrationThe filtrates were concentrated in vacuo

Sources & evidence

ORD record
ord-f2ecad1a18ee4e4e9b16ee032d053956
Source dataset
uspto-grants-2014_02
Patent number
US08642629B2

Reaction notes

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