Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Tributylamine | HCID 7622 | — |
| Reactant | Malononitrile | HCID 8010 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178510456 | HCID 178510456 | — |
Reaction Steps
26.4 g of malononitrile were dissolved in 150 ml of DMF and cooled to 0° C. While cooling, 148 g of tributylamine and 45 g of chloracetyl chloride were simultaneously added dropwise to this, and the mixture was stirred at room temperature for 30 minutes. 42 g of aniline were then added to the mixture, which was stirred at 80° C. for 15 hours and then 200 g of water were added. After cooling to room temperature, the organic phase was separated off and digested with dichloromethane. The precipitate was filtered off with suction, washed and dried. 37.4 g (46% of theory) of the compound of the formula ##STR28## of melting point 285° to 290° C. were obtained. The IR, NMR, UV and mass spectra and the elemental analysis are consistent with the structural formula
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05003081 |
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| Source dataset | uspto-grants-1991_03 |
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| ORD ID | ord-3ef26cffcfea4deeb641b54c0b090f38 |
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| Source note | uspto-grants-1991_03 |
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