Cysteamine Hydrochloride → 2-(3-Bromo-4-methyl-2-pyridylmethylthio)ethylamine dihydrobromide

HRID 1855855Notes

Reaction equation

HRID 1855855 reaction equation
[Br:1][C:2]1[C:3]([CH2:9]O)=[N:4][CH:5]=[CH:6][C:7]=1[CH3:8].Cl.[NH2:12][CH2:13][CH2:14][SH:15]>Br>[BrH:1].[BrH:1].[Br:1][C:2]1[C:3]([CH2:9][S:15][CH2:14][CH2:13][NH2:12])=[N:4][CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

4

Reactant 2

HCID 9082Cysteamine HydrochlorideHCID 23344241(3-Bromo-4-methylpyridin-2-yl)methanol

Product 1

HCID 233492852-(3-Bromo-4-methyl-2-pyridylmethylthio)ethylamine dihydrobromide

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

A mixture of 3-bromo-2-hydroxymethyl-4-methylpyridine (5.8), cysteamine hydrochloride (3.5 g) and hydrobromic acid (48%, 50 ml) was refluxed for 6 hours and evaporated to dryness. The residue was crystallised from isopropanol/methanol to give 2-(3-bromo-4-methyl-2-pyridylmethylthio)ethylamine dihydrobromide (8.5 g) m.p. 203°-205°.

Workup

  1. temperaturewas refluxed for 6 hours
  2. customevaporated to dryness
  3. customThe residue was crystallised from isopropanol/methanol

Sources & evidence

ORD record
ord-f5cc995a9627401b84218b5330678505
Source dataset
uspto-grants-1980_08
Patent number
US04216318

Reaction notes

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