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

HRID 1732924Notes

Reaction equation

HRID 1732924 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-a8fa13b0957e46f199b0030fabb41448
Source dataset
uspto-grants-1980_12
Patent number
US04239895

Reaction notes

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