Cysteamine Hydrochloride → 2-{[(3-Methoxypyridin-2-yl)methyl]sulfanyl}ethan-1-amine

HRID 263235Notes

Reaction equation

HRID 263235 reaction equation
[Na].Cl.[NH2:3][CH2:4][CH2:5][SH:6].Cl.Cl[CH2:9][C:10]1[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[CH:12][N:11]=1>C(O)C>[NH2:3][CH2:4][CH2:5][S:6][CH2:9][C:10]1[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[CH:12][N:11]=1

Participants

5

Reactant 3

HCID 9082Cysteamine HydrochlorideHCID 5360545SodiumHCID 204742082-(Chloromethyl)-3-methoxypyridine hydrochloride

Product 1

HCID 129515352-{[(3-Methoxypyridin-2-yl)methyl]sulfanyl}ethan-1-amineYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of sodium (1.65 g) in ethanol (75 ml) was added cysteamine hydrochloride (2.9 g) and after stirring for 5 minutes a solution of 2-chloromethyl-3-methoxypyridine hydrochloride (4.5 g) in ethanol (75 ml) was added over 25 minutes. The mixture was stirred for 2 hours at 15° and the sodium chloride was filtered off and the filtrate was evaporated to give 2-[2-aminoethylthiomethyl]-3-methoxypyridine (4.6 g) as a colourless oil.

Workup

  1. additionwas added over 25 minutes
  2. filtrationthe sodium chloride was filtered off
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-40f0413da0594845b29f7b2d2d0e7609
Source dataset
uspto-grants-1979_05
Patent number
US04156727

Reaction notes

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