Hydrochloric Acid → 2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(6-hydroxy-3-pyridylmethyl)-4-pyrimidone trihydrochloride

HRID 127198Notes

Reaction equation

HRID 127198 reaction equation
[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][S:8][CH2:9][CH2:10][NH:11][C:12]1[NH:17][C:16](=[O:18])[C:15]([CH2:19][C:20]2[CH:21]=[N:22][C:23]([O:26]C)=[CH:24][CH:25]=2)=[CH:14][N:13]=1.[ClH:28]>C(O)C>[ClH:28].[ClH:28].[ClH:28].[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][S:8][CH2:9][CH2:10][NH:11][C:12]1[NH:17][C:16](=[O:18])[C:15]([CH2:19][C:20]2[CH:21]=[N:22][C:23]([OH:26])=[CH:24][CH:25]=2)=[CH:14][N:13]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 127886642-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(6-methoxy-3-pyridylmethyl)-4-pyrimidone

Product 1

HCID 1784336712-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(6-hydroxy-3-pyridylmethyl)-4-pyrimidone trihydrochlorideYield 71%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(6-methoxy-3-pyridylmethyl)-4-pyrimidone (0.55 g) in 2N hydrogen chloride in ethanol was boiled under reflux for 24 hours. The mixture was evaporated to dryness and the residue was recrystallised from 2-propanol/ethanol containing hydrogen chloride to give 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(6-hydroxy-3-pyridylmethyl)-4-pyrimidone trihydrochloride, m.p. 205-209° in 71% yield.

Workup

  1. temperatureunder reflux for 24 hours
  2. customThe mixture was evaporated to dryness
  3. customthe residue was recrystallised from 2-propanol/ethanol
  4. additioncontaining hydrogen chloride

Sources & evidence

ORD record
ord-c6ce416988b040cb9e50af071aa2f129
Source dataset
uspto-grants-1981_03
Patent number
US04255428

Reaction notes

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