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

HRID 1648818Notes

Reaction equation

HRID 1648818 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[NH:7][CH:6]=[N: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

A solution of 4-hydroxymethyl-5-methylimidazole hydrochloride (30 g) and cysteamine hydrochloride (23 g) in acetic acid (200 ml) was heated under reflux for 10 hours. Following cooling to 15°-20° C., the solid which crystallised was collected and washed with isopropyl alcohol to give 2-[(5-methyimidazol-4-yl)methyl]thioethylamine dihydrochloride (45.5 g), m.p. 189°-192° C.

Workup

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

Sources & evidence

ORD record
ord-6bf30972e42f475cbb53758e114ae2e3
Source dataset
uspto-grants-1983_11
Patent number
US04413130

Reaction notes

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