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

HRID 26817

Reaction equation

HRID 26817 reaction equation
[ClH:1].O[CH2:3][C:4]1[N:5]=[CH:6][NH:7][C:8]=1[CH3:9].Cl.[NH2:11][CH2:12][CH2:13][SH:14]>C(O)(=O)C>[ClH:1].[ClH:1].[CH3:9][C:8]1[N:7]=[CH:6][NH:5][C:4]=1[CH2:3][S:14][CH2:13][CH2:12][NH2:11]

Participants

4

Reactant 2

HCID 9082Cysteamine HydrochlorideHCID 30847074-Methylimidazol-5-ylmethanolhydrochloride

Product 1

HCID 30159992-(((5-Methyl-1H-imidazol-4-yl)methyl)thio)ethylamine dihydrochlorideYield 184.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

(i)(a) A solution of 4-hydroxymethyl-5-methylimidazole hydrochloride (30.0 g.) and cysteamine hydrochloride (23.0 g.) in acetic acid (200 ml.) was heated under reflux for 10 hours. Following cooling to 15°-20°, the solid which crystallised was collected and washed with isopropyl alcohol to give 4-methyl-5-[(2-aminoethyl)thiomethyl]imidazole dihydrochloride (45.5 g.), m.p. 189°-192°.

Workup

  1. temperatureunder reflux for 10 hours
  2. temperatureFollowing cooling to 15°-20°
  3. customthe solid which crystallised
  4. customwas collected
  5. washwashed with isopropyl alcohol

Sources & evidence

ORD record
ord-6ef02c204531486b9758f3aef7927054
Source dataset
uspto-grants-1979_04
Patent number
US04151288

Linked notes

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