Acetic Acid → HCID 14338586, compound

HRID 1855841Notes

Reaction equation

HRID 1855841 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]1[C:9](=[O:15])[NH:10][C:11](=[S:14])[NH:12][CH:13]=1.CI.[OH-].[Na+].[C:20](O)(=O)C>O.C(O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]1[C:9](=[O:15])[NH:10][C:11]([S:14][CH3:20])=[N:12][CH:13]=1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 14338581HCID 14338581, compound

Product 1

HCID 14338586HCID 14338586, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 5-(2-pyridylmethyl)-2-thiouracil (6.6 g), methyl iodide (4.3 g) and sodium hydroxide (2.5 g) in water (100 ml) and ethanol (100 ml) was stirred at 70° for 30 minutes, allowed to cool and glacial acetic acid added to pH5. The solution was partially evaporated and cooled in an ice-bath. The precipitate was filtered off and recrystalled from ethanol to give 5-(2-pyridylmethyl)-2-methylthio-4-pyrimidone, m.p. 195°-197.5°.

Workup

  1. temperatureto cool
  2. customThe solution was partially evaporated
  3. temperaturecooled in an ice-bath
  4. filtrationThe precipitate was filtered off

Sources & evidence

ORD record
ord-2f404c7cf98e4086ad1a0c9447015046
Source dataset
uspto-grants-1980_08
Patent number
US04216318

Reaction notes

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