Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenylacetic Acid | HCID 999 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Dimethylbarbituric acid | HCID 69860 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 9795527 | HCID 9795527 | 69.4% |
Reaction Steps
A mixture of 1,3-dimethylbarbituric acid (5.00 g, 32.05 mmol), phenylacetic acid (6.53 g, 48.03 mmol), 4-dimethylaminopyridine (1.95 g, 16.01 mmol) in dry CH2Cl2 (30 ml) was cooled to 0° C. and 1,3-dicyclohexylcarbodiimide (7.26 g, 35.22 mmol) added. The reaction mixture was stirred at room temperature overnight and filtered. The solid was washed with CH2Cl2 (150 ml) and the combined solution was washed with 2 N HCl solution (40 ml). The organic phase was dried over MgSO4 and evaporated. The residue was crystallized from MeOH giving 5-phenylacetyl-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione 8 (6.10 g, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06765089B1 |
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| Source dataset | uspto-grants-2004_07 |
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| ORD ID | ord-9b16c375471c43ca86a57d61b44c6c3e |
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| Source note | uspto-grants-2004_07 |
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