Methyl Acrylate → HCID 19763329, compound

HRID 248320Notes

Reaction equation

HRID 248320 reaction equation
[Cl:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[NH:4][CH:5]=[N:6]2.[C:11]([O:15][CH3:16])(=[O:14])[CH:12]=[CH2:13].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[Cl:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:13][CH2:12][C:11]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 3

HCID 7294Methyl AcrylateHCID 11430Potassium CarbonateHCID 53592776-Chloropurine

Product 1

HCID 19763329HCID 19763329, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of 4.64 g (0.03 mol) of 6-chloropurine, 12.9 g (0.15 mol) of methyl acrylate, 0.3 g (0.002 mol) of finely ground potassium carbonate and 50 mL of dimethylsulfoxide was stirred at room temperature for 48 h. The solvent was removed by distillation (0.1 mm) and the residue was extracted with methanol. The insoluble salts were removed by filtration and the filtrate was concentrated in vacuo. The residue was then dissolved in methanol, and petroleum ether was added to effect crystallization. Yield 3.71 g (51%); m.p. 93.5°.

Workup

  1. customThe solvent was removed by distillation (0.1 mm)
  2. extractionthe residue was extracted with methanol
  3. customThe insoluble salts were removed by filtration
  4. concentrationthe filtrate was concentrated in vacuo
  5. dissolutionThe residue was then dissolved in methanol
  6. additionpetroleum ether was added to effect crystallization

Sources & evidence

ORD record
ord-6c7097e263314b0e8c1f070ab712f32e
Source dataset
uspto-grants-1993_05
Patent number
US05210077

Reaction notes

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