Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylurea | HCID 10853 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 2-(Trifluoromethyl)acrylic acid | HCID 587694 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13313792 | HCID 13313792 | 72% |
Reaction Steps
A mixture of α-trifluoromethylacrylic acid (700 mg; 5.0 mmoles) and benzylurea (796 mg; 5.3 mmoles) in DMF (5 ml) was heated at 90° C. with stirring for 5 hours. After the reaction mixture was cooled to 0° C., a solution of DCC (1.13 g; 5.5 mmoles) in DMF (3 ml) was added dropwise. The mixture was stirred for 1 hour, and the precipitated solid was filtered off and washed with ethyl acetate. The solvents were evaporated under reduced pressure from the combined filtrates. The residue was purified by a column chromatography on silica gel (ethyl acetate:chloroform=1:1) to give 979 mg (yield: 72%) of 3-benzyl-5-trifluoromethyl-5,6-dihydrouracil. m.p.: 129.2°-129.7° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04581452 |
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| Source dataset | uspto-grants-1986_04 |
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| ORD ID | ord-7208f5f484684aafb568a991c281241a |
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| Source note | uspto-grants-1986_04 |
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