Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Barbituric Acid | HCID 6211 | — |
| Reactant | HCID 58847236 | HCID 58847236 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 10001155 | HCID 10001155 | 48% |
Reaction Steps
2-(cis-2,6-Diethylmorpholin-4-yl)-5-nitrobenzaldehyde (1.58 g, 5.39 mmol) is combined with barbituric acid (767 mg, 5.39 mmol, Aldrich) in a flask with MeOH (17 mL). The sealed reaction is stirred with heating at 80° C. overnight. The solvent is removed by rotary evaporation and the product is purified on a Biotage Flash 40M+ using a 10% MTBE in CH2Cl2 as eluent. The product is dried under vacuum and re-crystallized from CH3OH/heptane. The large crystals are crushed and dried under vacuum @ 100° C. yielding 1.04 g (48%) of bright yellow crystalline solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.86, 0.97, 1.08, 1.24, 1.45, 1.58, 2.84, 3.03, 3.34, 3.60, 3.97, 4.26, 7.01, 7.84, 7.98, 11.56, 11.87.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07208490B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-203cfd8fdeb44c1799c954546581c557 |
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| Source note | uspto-grants-2007_04 |
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