Ethanol → 3-Chloro-4-pyridinemethanesulfonic acid

HRID 1709950Notes

Reaction equation

HRID 1709950 reaction equation
[S:1]([O-:4])([O-:3])=[O:2].[Na+].[Na+].O.Cl.[Cl:9][C:10]1(CCl)[CH:15]=[CH:14][CH:13]=[N:12][CH2:11]1.[CH2:18](O)C>>[Cl:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][C:15]=1[CH2:18][S:1]([OH:4])(=[O:3])=[O:2]

Participants

5

Reactant 4

HCID 702EthanolHCID 962WaterHCID 24437Sodium SulfiteHCID 23035063HCID 23035063, compound

Product 1

HCID 148510683-Chloro-4-pyridinemethanesulfonic acid

Procedure

A suspension of sodium sulfite (75.90 g, 0.602 mol) in a solution of water (240 ml) and ethanol (60 ml) was treated at ambient temperature with solid 3-chloro-3-chloromethylpyridine hydrochloride (59.77g, 0.301 mol). The resulting mixture was heated in an oil bath to reflux.

Workup

  1. temperatureThe resulting mixture was heated in an oil bath
  2. temperatureto reflux

Sources & evidence

ORD record
ord-3fd9560599c74c9bbf34fb9b739822fe
Source dataset
uspto-grants-1990_08
Patent number
US04952397

Reaction notes

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