Benzyl Bromide → HCID 15056724, compound

HRID 1461696Notes

Reaction equation

HRID 1461696 reaction equation
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:9]([N:13]1[C:18](=[O:19])[NH:17][C:16](=[O:20])[N:15]([CH2:21][CH3:22])[C:14]1=[O:23])([CH3:12])([CH3:11])[CH3:10].C(=O)([O-])[O-].[Na+].[Na+]>>[CH2:1]([N:17]1[C:18](=[O:19])[N:13]([C:9]([CH3:11])([CH3:12])[CH3:10])[C:14](=[O:23])[N:15]([CH2:21][CH3:22])[C:16]1=[O:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 7498Benzyl BromideHCID 10340Sodium CarbonateHCID 15056723HCID 15056723, compound

Product 1

HCID 15056724HCID 15056724, compoundYield 62.3%

Procedure

7.7 g (45 mmol) of benzyl bromide are added dropwise at room temperature to a solution of 10 g (46.9 mmol) of 1-tert.-butyl-3-ethyl-1,3,5-triazine-2,4,6-trione and 9.9 g (93 mmol) of sodium carbonate. The reaction mixture is refluxed for 6 hours. After it has cooled, the solid constituents are separated off, and the reaction solution is concentrated. The residue is taken up in methylene chloride and washed twice with water. After the organic phase has been dried over sodium sulphate, it is concentrated and distilled in vacuo. 8.5 g (60% of theory) of 5-benzyl-1-tert.-butyl-3-ethyl-1,3,5-triazine-2,4,6-trione are obtained as a highly viscous oil having a boiling point of 170° C./0.03 mbar.

Workup

  1. temperatureThe reaction mixture is refluxed for 6 hours
  2. temperatureAfter it has cooled
  3. customthe solid constituents are separated off
  4. concentrationthe reaction solution is concentrated
  5. washwashed twice with water
  6. dry with materialAfter the organic phase has been dried over sodium sulphate, it
  7. concentrationis concentrated
  8. distillationdistilled in vacuo

Sources & evidence

ORD record
ord-5667decd4cd643b48c902fbcd83bee73
Source dataset
uspto-grants-1991_12
Patent number
US05077291

Reaction notes

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