HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1380418Generated: October 28, 2026
Methylurea → 1-(2-Hydroxycarbonyl-3,3,3-trifluoropropyl)-3-methylurea
https://huagongshe.com/reaction/1380418
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylurea | HCID 11719 | — |
| Reactant | 2-(Trifluoromethyl)acrylic acid | HCID 587694 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Methyl-5-(trifluoromethyl)dihydropyrimidine-2,4(1H,3H)-dione | HCID 13004979 | 2% |
| Product | 1-Methyl-5-(trifluoromethyl)dihydropyrimidine-2,4(1H,3H)-dione | HCID 13004980 | 12% |
| Product | 1-(2-Hydroxycarbonyl-3,3,3-trifluoropropyl)-3-methylurea | HCID 13313791 | 66% |
Reaction Steps
A mixture of α-trifluoromethylacrylic acid (700 mg; 5.0 mmoles) and methylurea (407 mg; 5.5 mmoles) in DMF (3 ml) was heated at 90° C. with stirring for 4 hours. DMF was evaporated under reduced pressure. The residue was purified by a column chromatography on silica gel to give 118 mg (yield 12%) of 1-methyl-5-trifluoromethyl-5,6-dihydrouracil (OF-3), 20 mg (yield: 2%) of 3-methyl-5-trifluoromethyl-5,6-dihydrouracil and 706 mg (yield: 66%) of 1-(2-hydroxycarbonyl-3,3,3-trifluoropropyl)-3-methylurea.
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-6d52da10ebb04d9395ae634335291e35 |
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| Source note | uspto-grants-1986_04 |
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