Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethyl bromomalonate | HCID 69637 | — |
| Reactant | 4-Methoxy-o-phenylenediamine | HCID 153404 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22917218 | HCID 22917218 | 57.9% |
Reaction Steps
2-Amino-4-methoxy aniline (5.0 g, 36.2 mmol) was dissolved in 50 mL of ethanol and triethylamine (5.08 mL, 69.1 mmol) added. The mixture was cooled to 0° C. and diethylbromomalonate (8.02 mL, 47.0 mmol) in 8 mL of ethanol was added dropwise over 30 minutes. Mixture is stirred at 0° C. for 30 minutes and 16 h at room temperature. The resulting solid was isolated and stirred in 200 mL water and 50 mL 1N HCl for 1 h. The solid was filtered, suspended in toluene and evaporated to dryness to give the 6-methoxy-3-oxo-3,4-dihydro-quinoxaline-2-carboxylic acid ethyl ester as a solid (5.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07544699B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-6557c1457041489c967a06401964c820 |
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| Source note | uspto-grants-2009_06 |
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