Sodium Sulfite → 3-(2-Sulfoethyl)pyridine

HRID 2049843Notes

Reaction equation

HRID 2049843 reaction equation
[O-:1][S:2]([O-:4])=[O:3].[Na+].[Na+].Cl[CH2:8][CH2:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1>O>[S:2]([CH2:8][CH2:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)([OH:4])(=[O:1])=[O:3]

Participants

4

Reactant 2

HCID 24437Sodium SulfiteHCID 1994663-(2-Chloroethyl)pyridine

Product 1

HCID 193779443-(2-Sulfoethyl)pyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of Na2SO3 (2.7 g., 21 m.moles) and (3-(2-chloroethyl)pyridine (1.2 g., 8.5 m.moles) in water (10 ml.) was heated under reflux overnight with stirring and column chromatographed on IR-120 resin (H+, 100 ml.) by eluting with water. The eluate containing the desired product was collected and concentrated to give colorless plates (1.1 g., 69%), melting at 275°-278° C.

Workup

  1. temperatureunder reflux overnight
  2. customcolumn chromatographed on IR-120 resin (H+, 100 ml.)
  3. washby eluting with water
  4. additionThe eluate containing the desired product
  5. customwas collected
  6. concentrationconcentrated
  7. customto give colorless plates (1.1 g., 69%), melting at 275°-278° C.

Sources & evidence

ORD record
ord-8c9c0e803aa34585af97726551c66331
Source dataset
uspto-grants-1980_04
Patent number
US04198504

Reaction notes

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