Potassium Carbonate → HCID 54133865, compound

HRID 1658493Notes

Reaction equation

HRID 1658493 reaction equation
[Cl-].[NH2:2][C:3]1[N:8]=[CH:7][CH:6]=[CH:5][N+:4]=1[CH2:9][O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1Br.C(=O)([O-])[O-].[K+].[K+]>C(O)CC>[N:8]1[C:3]2[N:4]([CH2:9][O:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:2]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 21527702HCID 21527702, compound

Product 1

HCID 54133865HCID 54133865, compoundYield 60.2%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

A mixture of 9.5 g of 2-amino-1-[(o-bromophenoxy)-methyl]pyrimidinium chloride, 8.3 g of potassium carbonate, and 0.4 g of copper-bronze in 150 ml of n-propanol, under N2, is heated under reflux for about 7 days while stirring. The mixture is filtered hot and the deep yellow filtrate is concentrated to dryness. The residue is dissolved in 400 ml of ether, the ether solution is washed, dried and the solvent removed to give about 6.4 g of the crude yellow product. This is recrystallized from cyclohexane to give about 3.6 g of the title product.

Workup

  1. temperatureunder N2, is heated
  2. temperatureunder reflux for about 7 days
  3. filtrationThe mixture is filtered hot
  4. concentrationthe deep yellow filtrate is concentrated to dryness
  5. dissolutionThe residue is dissolved in 400 ml of ether
  6. washthe ether solution is washed
  7. customdried
  8. customthe solvent removed
  9. customto give about 6.4 g of the crude yellow product
  10. customThis is recrystallized from cyclohexane

Sources & evidence

ORD record
ord-7477911053f14877911c2faaeb882e8b
Source dataset
uspto-grants-1976_06
Patent number
US03965101

Reaction notes

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