Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 3,4-Difluorobenzene-1-carboximidamide--hydrogen chloride (1/1) | HCID 19807851 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 13827865 | HCID 13827865 | 106% |
Reaction Steps
To a solution of sodium methoxide prepared by dissolving metallic sodium (2.8 g) dissolved in anhydrous methanol (20 cc) were added 3,4-difluorobenzamidine hydrochloride (11.6 g, 0.06 mol) and α-ethyl-β-dimethylaminoacrolein (8.9 g, 0.066 mol), followed by heating the mixture under reflux for 6 hours, thereafter distilling off methanol at the atmospheric pressure, adding toluene (20 cc) to the reaction residue to extract the product, washing the extraction solution with water, drying the toluene layer over anhydrous sodium sulfate, filtering off the drying agent, distilling off toluene, and recrystallizing the residue from ethanol (20 cc) to obtain the objective 5-ethyl-2-(3,4-difluorophenyl)pyrimidine (7.0 g) having a m.p. of 86.6° C. Its 1H-NMR (proton nuclear magnetic resonance) spectra are shown in FIG. 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04640795 |
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| Source dataset | uspto-grants-1987_02 |
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| ORD ID | ord-ff02f261e438413f986decf4baa1d5e1 |
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| Source note | uspto-grants-1987_02 |
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