Water → 2-Methyl-3-hydroxy-4-mercaptomethyl-5-vinylpyridine

HRID 223531Notes

Reaction equation

HRID 223531 reaction equation
O.O.O.O.O.[S:6]([O-])([O-])(=O)=S.[Na+].[Na+].O.Cl.[CH3:15][C:16]1[C:21]([OH:22])=[C:20]([CH2:23]Cl)[C:19]([CH:25]=[CH2:26])=[CH:18][N:17]=1>C(O)C>[CH3:15][C:16]1[C:21]([OH:22])=[C:20]([CH2:23][SH:6])[C:19]([CH:25]=[CH2:26])=[CH:18][N:17]=1

Participants

5

Reactant 3

HCID 962WaterHCID 61475Sodium Thiosulfate PentahydrateHCID 202639722-Methyl-3-hydroxy-4-chloromethyl-5-vinylpyridine hydrochloride

Product 1

HCID 130669462-Methyl-3-hydroxy-4-mercaptomethyl-5-vinylpyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

A solution of 20 g. of sodium thiosulfate pentahydrate in 15 ml. of water is added to a solution of 18 g. of 2-methyl-3-hydroxy-4-chloromethyl-5-vinylpyridine hydrochloride in 100 ml. of 50% ethanol. The mixture is heated one hour at 75° C., cooled and evaporated to dryness to give Bunte salt of 2-methyl-3-hydroxy-4-mercaptomethyl-5-vinylpyridine, m.p. 198°-200° C.

Workup

  1. temperaturecooled
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-03aea08d8999493d94f452f08d695aa3
Source dataset
uspto-grants-1982_10
Patent number
US04355034

Reaction notes

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