Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | Diethyl Oxalate | HCID 7268 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 12253017 | HCID 12253017 | — |
Reaction Steps
To a mixture of 500 parts ethanolamine in methylene chloride (900 ml), cooled to -70° C., was added dropwise 2405 parts diethyloxalate. After stirring at room temperature for 16 hours, the mixture was filtered, concentrated and purified by chromatography to yield pure ethyl 2-hydroxyethyloxamate. A mixture of the oxamate (77 parts), sodium carbonate (50.2 parts) and an inhibitor in chloroform were cooled to 0° C. and acryloylchloride (43.3 parts) was added dropwise. After stirring at 0° C. for 2 hours and room temperature for 3 hours the mixture was filtered to yield 1011 parts crude ethyl N-2-ethyloxamatoacrylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04656308 |
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| Source dataset | uspto-grants-1987_04 |
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| ORD ID | ord-8930aa94608b4e7c9037a1967541ea32 |
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| Source note | uspto-grants-1987_04 |
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