Bromine → HCID 11023831, compound

HRID 635205Notes

Reaction equation

HRID 635205 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[C:6](=[O:17])[NH:5][C:4](=[O:18])[CH:3]=1.C([O-])(O)=O.[Na+].[Br:24]Br>CO>[NH2:1][C:2]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[C:6](=[O:17])[NH:5][C:4](=[O:18])[C:3]=1[Br:24]

Participants

5

Reactant 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 1526910HCID 1526910, compound

Product 1

HCID 11023831HCID 11023831, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
5 °C

Procedure

300 g of 6-amino-1(p-methoxybenzyl)-uracil are taken up in 1200 ml of methanol and mixed with 105 g of NaHCO3. After cooling to 5° C., 66 ml of bromine are added dropwise with stirring. After the conversion is complete (about 2 hours) the resulting suspension is suction filtered, the residue is washed with methanol (2×100 ml) and the product is isolated in the form of bright yellow crystals (374 g, 95%) (melting point: 247° C.).

Workup

  1. custom(about 2 hours)
  2. filtrationsuction filtered
  3. washthe residue is washed with methanol (2×100 ml)

Sources & evidence

ORD record
ord-f330141acad740aa9f3852b1bd156cb3
Source dataset
uspto-grants-2001_02
Patent number
US06187780B1

Reaction notes

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