Hydrogen Bromide → HCID 21432769, compound

HRID 2399119Notes

Reaction equation

HRID 2399119 reaction equation
Cl.[NH2:2][C:3]1[C:4]([CH2:9]O)=[N:5][CH:6]=[CH:7][CH:8]=1.Cl.[NH2:12][CH2:13][CH2:14][SH:15].[BrH:16]>>[BrH:16].[BrH:16].[NH2:2][C:3]1[C:4]([CH2:9][S:15][CH2:14][CH2:13][NH2:12])=[N:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 9082Cysteamine HydrochlorideHCID 21432768HCID 21432768, compound

Product 1

HCID 21432769HCID 21432769, compound

Procedure

A solution of 3-amino-2-hydroxymethylpyridine hydrochloride (3.4 g.) and cysteamine hydrochloride (2.38 g.) in aqueous hydrobromic acid (50 ml. 48%) was heated under reflux for 12 hours. Concentration under reduced pressure followed by re-evaporation of the residue with ethanol gave a yellow solid (7.5 g.) which was recrystallised from methanol-ether to afford 3-amino-2-[(2-aminoethyl)thiomethyl]pyridine dihydrobromide (5.8 g.) m.p. 195°-196°.

Workup

  1. temperatureunder reflux for 12 hours
  2. concentrationConcentration under reduced pressure
  3. customfollowed by re-evaporation of the residue with ethanol
  4. customgave a yellow solid (7.5 g.) which
  5. customwas recrystallised from methanol-ether

Sources & evidence

ORD record
ord-60d8f8e0956248ff887f1ca3e975d118
Source dataset
uspto-grants-1977_05
Patent number
US04027026

Reaction notes

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