Hydrogen Bromide → 5-(4-Hydroxy-2-pyridylmethyl)-4-pyrimidone trihydrobromide

HRID 127207Notes

Reaction equation

HRID 127207 reaction equation
CC1NC=NC=1CSCCN[C:12]1[NH:17][C:16](=[O:18])[C:15]([CH2:19][C:20]2[CH:25]=[C:24]([O:26]C)[CH:23]=[CH:22][N:21]=2)=[CH:14][N:13]=1.[BrH:28]>>[BrH:28].[BrH:28].[BrH:28].[OH:26][C:24]1[CH:23]=[CH:22][N:21]=[C:20]([CH2:19][C:15]2[C:16](=[O:18])[NH:17][CH:12]=[N:13][CH:14]=2)[CH:25]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 127886782-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone

Product 1

HCID 1784192415-(4-Hydroxy-2-pyridylmethyl)-4-pyrimidone trihydrobromide

Procedure

A mixture of 2-[2-(5-methyl-4-imidazolylmethylthio) ethylamino]-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone (0.97 g) and aqueous hydrobromic acid (48%, 20 ml) was boiled under reflux for 20 hours and evaporated to dryness. The residue was recrystallised from a mixture of ethanol and 2-propanol to give 2-]2-(5-methyl-4-imidazolylmethylthio) ethylamino]-5-(4-hydroxy-2-pyridylmethyl)-4-pyrimidone trihydrobromide, m.p. 167-169°. On recrystallisation from a mixture of ethanol and 2-propanol the melting point of the sample was lower owing to loss of hydrogen bromide.

Workup

  1. temperatureunder reflux for 20 hours
  2. customevaporated to dryness
  3. customThe residue was recrystallised from a mixture of ethanol and 2-propanol

Sources & evidence

ORD record
ord-b760dad965544ee88f1830d2420b59e9
Source dataset
uspto-grants-1981_03
Patent number
US04255428

Reaction notes

Loading…