Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenylglyoxal | HCID 14090 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Glycinamide hydrochloride | HCID 2723639 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-phenyl-1H-pyrazin-2-one | HCID 599037 | 75.6% |
Reaction Steps
To a mixture of glycine amide hydrochloride (0.73 g), methanol (6.0 mL) and water (1.5 mL) were added a 12.5M aqueous sodium hydroxide solution (0.80 mL) and a solution of sodium hydroxide (0.26 g) in methanol (3.0 mL) at −30° C. Then, a solution of oxo(phenyl)acetaldehyde (1.0 g) in methanol (5.0 mL) was added, and the mixture was stirred at −20° C. for 2 hr and at room temperature for 1 hr. The reaction mixture was neutralized with acetic acid, and the resulting solid was collected by filtration and washed with water to give the title compound (0.86 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150588B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-fc80dc711ee24038b3fe02f4bade722e |
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| Source note | uspto-grants-2015_10 |
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