Cysteamine → 2-(((5-Methyl-1H-imidazol-4-yl)methyl)thio)ethylamine dihydrochloride

HRID 1733562Notes

Reaction equation

HRID 1733562 reaction equation
[ClH:1].[CH3:2][C:3]1[N:4]=[CH:5][NH:6][C:7]=1[CH2:8]O.[NH2:10][CH2:11][CH2:12][SH:13]>Cl>[ClH:1].[ClH:1].[CH3:2][C:3]1[N:4]=[CH:5][NH:6][C:7]=1[CH2:8][S:13][CH2:12][CH2:11][NH2:10]

Participants

4

Reactant 2

HCID 6058CysteamineHCID 178433279HCID 178433279, compound

Product 1

HCID 30159992-(((5-Methyl-1H-imidazol-4-yl)methyl)thio)ethylamine dihydrochlorideYield 166.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

30 g of 4-methyl-5-hydroxymethylimidazole hydrochloride and 23 g of cysteamine in 450 ml of concentrated hydrochloric acid are refluxed for 17 hours. The solution is evaporated to dryness under reduced pressure. The residue (61 g) is recrystallized from 500 ml of alcohol. 41 g of 4-methyl-5-[(2-aminoethyl)-thiomethyl]-imidazole dihydrochloride (corresponding to a yield of 84.0% of theory), of melting point 184°-191° C., are obtained.

Workup

  1. customThe solution is evaporated to dryness under reduced pressure
  2. customThe residue (61 g) is recrystallized from 500 ml of alcohol

Sources & evidence

ORD record
ord-92d48408a79d4d5bbb9a3898cae57e1c
Source dataset
uspto-grants-1980_12
Patent number
US04242517

Reaction notes

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