Methyl iodide → HCID 178503559, compound

HRID 1429184Notes

Reaction equation

HRID 1429184 reaction equation
[CH3:1]I.[NH:3]1[C:10](=[O:11])[CH2:9][C:7](=[O:8])[NH:6][C:4]1=[S:5]>CCO.[OH-].[Na+].O>[CH3:1][S:5][C:4]1[N:6]=[C:7]([OH:8])[CH:9]=[C:10]([OH:11])[N:3]=1

Participants

6

Reactant 2

HCID 6328Methyl iodideHCID 2723628Thiobarbituric acid

Product 1

HCID 178503559HCID 178503559, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

Methyl iodide (32.64 g, 220 mmol) was added dropwise to a suspension of thiobarbituric acid (29 g, 200 mmol) in EtOH (300 ml) and 2M NaOH solution in water (110 ml) at room temperature. The mixture was stirred at room temperature overnight and then stirred for two hours at 60° C. The ethanol was removed, water was added and the mixture was allowed to stay for 2 hours on an ice bath. The solid title compound was filtered of, washed with ice cold water and dried (30 g, 95%).

Workup

  1. stirringstirred for two hours at 60° C
  2. customThe ethanol was removed
  3. additionwater was added
  4. waitto stay for 2 hours on an ice bath
  5. filtrationThe solid title compound was filtered of,
  6. washwashed with ice cold water
  7. customdried (30 g, 95%)

Sources & evidence

ORD record
ord-70a84a861a8c4482820164954375ee84
Source dataset
uspto-grants-2015_01
Patent number
US08937080B2

Reaction notes

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