Carbon Dioxide → HCID 178437740, compound

HRID 129472Notes

Reaction equation

HRID 129472 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[N:5]=[CH:4][N:3]=1.C(=O)([O-])O.[Na+].[Br:15]Br.C(=O)=O>O>[OH:1][C:2]1[C:7]([Br:15])=[C:6]([CH2:8][CH3:9])[N:5]=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 24408BromineHCID 516892Sodium BicarbonateHCID 178436949HCID 178436949, compound

Product 1

HCID 178437740HCID 178437740, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

24.8 g (0.20 mol) of 4-hydroxy-6-ethylpyrimidine are dissolved with 16.8 g (0.20 mol) of sodium hydrogen carbonate in 50 ml of water, and 32 g (0.20 mol) of bromine are slowly added dropwise at 8° to 10° C., with cooling. In the course of the addition, carbon dioxide evolves, and the product precipitates in the form of crystals. The product is separated off by extraction with ethyl acetate and crystallises out when the extract is concentrated using a rotary evaporator. There are obtained 22.7 g (55.9% of the theoretical yield) of a first fraction having a melting point of 177°-179° C. Concentration of the mother liquor yields a further 3.5 g (8.6%); m.p. 175°-177° C.

Workup

  1. additionare slowly added dropwise at 8° to 10° C.
  2. temperaturewith cooling
  3. customthe product precipitates in the form of crystals
  4. customThe product is separated off by extraction with ethyl acetate
  5. customcrystallises out when the extract
  6. concentrationis concentrated
  7. customa rotary evaporator
  8. customThere are obtained 22.7 g (55.9% of the
  9. customtheoretical yield) of a first fraction
  10. customConcentration of the mother liquor yields a further 3.5 g (8.6%)

Sources & evidence

ORD record
ord-fe6074ca038442f0aeaf7854c5c79282
Source dataset
uspto-grants-1995_11
Patent number
US05468751

Reaction notes

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