Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Diethyl dichloromaleate | HCID 12279930 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 14745921 | HCID 14745921 | 87.8% |
Reaction Steps
48.2 g (0.2 mol) of diethyl dichloromaleate were dissolved in 80 ml of dimethylformamide and 2 ml of glacial acetic acid, and the mixture was warmed to 100° C. Ammonia gas was then passed in. During this operation, the temperature increased to about 120° C. After 30 minutes, the temperature dropped back to 100° C.; the reaction was then complete. The solvent was then removed by vacuum distillation. The residue was taken up in methylene chloride, and the solution was washed with water. The methylene chloride solution was evaporated in a rotary evaporator. 38.9 g (87.8% yield) of diethyl aminochloromaleate were obtained as a yellow oil which solidified on trituration to form needle-shaped crystals (m.p. 84° C.-86° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05101067 |
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| Source dataset | uspto-grants-1992_03 |
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| ORD ID | ord-f3c27063a6ca45aa9a450ee2c0274c80 |
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| Source note | uspto-grants-1992_03 |
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