Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | HCID 178430897 | HCID 178430897 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178430900 | HCID 178430900 | 67.9% |
Reaction Steps
1.06 g (6 mmol) of 5-methyl-4-(1,2,4-triazol-1-yl)-pyrimidin-2(1H)-one are added to a solution of 2.34 g (18 mmol) of sodium benzylate in 25 ml of dry benzyl alcohol and 25 ml of dry dimethylformamide are added. The mixture is heated for 2 hours with stirring to 100° C. The cooled solution is neutralized with acetic acid, concentrated and chromatographed on silica gel using ethylacetate/methanol 9/1. 880 mg (67.9% of theory) of 4-benzyloxy-5-methylpyrimidin-2(1H)-one are obtained with melting point 181°-182°C. 1H NMR (270 MHz, d6 -DMSO), δ[ppm]: 11.14 (s, 1H), 7.56 (d, 1H), 7.41 (m, 5H), 5.35 (s, 2H), 1.87 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05359067 |
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| Source dataset | uspto-grants-1994_10 |
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| ORD ID | ord-e09c1aa7119c4cf185ded53f942a7bc9 |
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| Source note | uspto-grants-1994_10 |
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