Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Barbituric Acid | HCID 6211 | — |
| Reactant | HCID 18455594 | HCID 18455594 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 18455554 | HCID 18455554 | 39.2% |
Reaction Steps
A mixture of 4-bromo-2-(2,6-dimethylmorpholin-4-yl)-5-nitrobenzaldehyde (from Step 2) (989 mg, 2.88 mmol) and barbituric acid (369 mg, 2.88 mmol) in isopropanol (15 mL) is sealed in a 20 mL scintillation vial and shaken at 85° C. for 2.5 hours. The product is adsorbed onto silica gel and purified by silica gel chromatography using a gradient from 20% EtOAc in CH2Cl2 to 25% EtOAc in CH2Cl2 as eluent. Product is isolated and dried (20 Torr, 100° C.) to give 512 mg of yellow solid. 1H NMR (DMSO-d6) δ 11.90, 11.62, 7.79, 7.36, 4.32, 3.87, 3.47-3.63, 2.94, 2.81, 1.15, 0.94.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07605157B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-150028dc7405419c9e5c115e58fe5069 |
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| Source note | uspto-grants-2009_10 |
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