Sodium hydroxide methanol → Sodium 5-(m-chlorobenzylsulfinyl)-2-pyridinecarboxylate

HRID 259248Notes

Reaction equation

HRID 259248 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[CH:15]=2)=[O:12])=[CH:7][N:6]=1)=[O:4].CO.[OH-].[Na+:24]>>[Cl:20][C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][CH:17]=1)[CH2:13][S:11]([C:8]1[CH:9]=[CH:10][C:5]([C:3]([O-:4])=[O:2])=[N:6][CH:7]=1)=[O:12].[Na+:24]

Participants

3

Reactant 2

HCID 23721981Sodium hydroxide methanolHCID 537728025-(m-Chlorobenzylsulfinyl)-2-pyridinecarboxylic acid methyl ester

Product 1

HCID 23712206Sodium 5-(m-chlorobenzylsulfinyl)-2-pyridinecarboxylate

Procedure

To the stirred mixture of 9 g of 5-(m-chlorobenzylsulfinyl)-2-pyridinecarboxylic acid methyl ester and 40 ml of N aqueous sodium hydroxide methanol is added until dissolution occurs. The solution is heated at the steam bath for 10 minutes and stirred overnight at room temperature. It is evaporated, the residue taken up in the minimum amount of hot water, the solution filtered, the filtrate cooled and the precipitate formed collected, to yield the sodium 5-(m-chlorobenzylsulfinyl)-2-pyridinecarboxylate.

Workup

  1. additionis added until dissolution
  2. temperatureThe solution is heated at the steam bath for 10 minutes
  3. customIt is evaporated
  4. filtrationthe solution filtered
  5. temperaturethe filtrate cooled
  6. customthe precipitate formed
  7. customcollected

Sources & evidence

ORD record
ord-8193c3a539c04da494a76533be71fa8b
Source dataset
uspto-grants-1977_07
Patent number
US04036965

Reaction notes

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