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

HRID 2419115Notes

Reaction equation

HRID 2419115 reaction equation
CO[CH2:3][C:4]1[N:5]=[CH:6][NH:7][C:8]=1[CH3:9].[ClH:10].Cl.[NH2:12][CH2:13][CH2:14][SH:15]>C(O)(=O)C>[ClH:10].[ClH:10].[NH2:12][CH2:13][CH2:14][S:15][CH2:3][C:4]1[N:5]=[CH:6][NH:7][C:8]=1[CH3:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 9082Cysteamine HydrochlorideHCID 123624364-(methoxymethyl)-5-methyl-3H-imidazole

Product 1

HCID 30159992-(((5-Methyl-1H-imidazol-4-yl)methyl)thio)ethylamine dihydrochlorideYield 80%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

4-Methoxymethyl-5-methylimidazole as the hydrochloride (4.5 g, 0.03 mole) and 3.4 g (0.03 mole) of cysteamine hydrochloride were dissolved in a minimum amount of acetic acid and the mixture was refluxed for 18 hours. After cooling in an ice bath, the mixture was filtered to give 5.8 g (80%) of 4-(2-aminoethyl)thiomethyl-5-methylimidazole dihydrochloride salt (thioamine salt).

Workup

  1. temperaturethe mixture was refluxed for 18 hours
  2. temperatureAfter cooling in an ice bath
  3. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-faa5828027a54cef8076ba2f231d43ac
Source dataset
uspto-grants-1978_08
Patent number
US04104472

Reaction notes

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