Hydrogen Bromide → 3-[(2-Aminoethyl)thiomethyl]isoxazole hydrobromide

HRID 904422Notes

Reaction equation

HRID 904422 reaction equation
Cl[CH2:2][C:3]1[CH:7]=[CH:6][O:5][N:4]=1.Cl.[NH2:9][CH2:10][CH2:11][SH:12].[BrH:13]>>[BrH:13].[NH2:9][CH2:10][CH2:11][S:12][CH2:2][C:3]1[CH:7]=[CH:6][O:5][N:4]=1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 9082Cysteamine HydrochlorideHCID 49130253-(Chloromethyl)-1,2-oxazole

Product 1

HCID 205502033-[(2-Aminoethyl)thiomethyl]isoxazole hydrobromide

Procedure

A solution of 3-chloromethylisoxazole (5.8 g.) and cysteamine hydrochloride (6.25 g.) in aqueous hydrobromic acid (48%, 100 ml.) was heated under reflux for 6 hours. Concentration in the presence of water and subsequently n-propanol, followed by recrystallisation of the residue from isopropyl alcohol-ethanol afforded 3-[(2-aminoethyl)thiomethyl]isoxazole hydrobromide, m.p. 131°-133°. (Found: Br, 33.6; S, 13.7. C6H10N2OS.HBr requires: Br, 33.4; S, 13.4).

Workup

  1. temperatureunder reflux for 6 hours
  2. concentrationConcentration in the presence of water and subsequently n-propanol
  3. customfollowed by recrystallisation of the residue from isopropyl alcohol-ethanol

Sources & evidence

ORD record
ord-e6bfe5e87a2c4f8582c37ac8919da1f8
Source dataset
uspto-grants-1980_10
Patent number
US04230865

Reaction notes

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