2-Mercaptoethanol → 2-[2-(Diethylamino)ethylthio]ethanol

HRID 253712Notes

Reaction equation

HRID 253712 reaction equation
[SH:1][CH2:2][CH2:3][OH:4].C(=O)([O-])[O-].[Na+].[Na+].Br.[CH2:12]([N:14]([CH2:18][CH3:19])[CH2:15][CH2:16]Br)[CH3:13]>CO>[CH2:12]([N:14]([CH2:18][CH3:19])[CH2:15][CH2:16][S:1][CH2:2][CH2:3][OH:4])[CH3:13]

Participants

5

Reactant 3

HCID 15672-MercaptoethanolHCID 10340Sodium CarbonateHCID 706072-Bromoethyldiethylammonium bromide

Product 1

HCID 52565452-[2-(Diethylamino)ethylthio]ethanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-mercaptoethanol (1.5 mL, 1.7 g, 22 mmol) in methanol (30 mL) was added with stirring sodium carbonate (4 g, 38 mmol), followed by 2-(diethylamino)ethyl bromide hydrobromide (5.0 g, 19 mmol). The reaction mixture was stirred overnight at room temperature and then filtered. The filtrate was concentrated under reduced pressure to give 2-[2-(diethylamino)ethylthio]-ethanol as a clear oil.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-25e59a2a9dfd481f93d1bb8c24955fab
Source dataset
uspto-grants-2011_01
Patent number
US07872134B2

Reaction notes

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