HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612072Generated: October 29, 2026
Triethylamine → N-{4-[(3-Chlorophenyl)amino]-3-cyano-6-quinolinyl}-2-propenamide
https://huagongshe.com/reaction/612072
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-Amino-4-(3-chlorophenylamino)quinoline-3-carbonitrile | HCID 22466692 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-{4-[(3-Chlorophenyl)amino]-3-cyano-6-quinolinyl}-2-propenamide | HCID 22466710 | 39.3% |
Reaction Steps
Dissolved 430 mg (1.46 mmol) 6-amino-4-[(3-chlorophenyl)amino]-3-quinolinecarbonitrile in 4 ml DMF, added 10 ml THF and chilled to 0° C. under N2. Added 224 μl (1.60 mmol) triethylamine and 133 μl (1.60 mmol) acryloyl chloride. Removed ice bath at 15 minutes, reaction complete at this time, but stirred overnight at 25° C. Stripped solvent, added a dilute sodium bicarbonate to the residue and collected solids. Washed with water and dried in vacuo. Boiled in ethyl acetate, collected solids and dried in vacuo, giving 200 mg of orange solid: mass spectrum (electrospray m/e): M+H=349.0, 351.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06002008 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-e2bd50547d194dc7875c953dbcc54a2f |
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| Source note | uspto-grants-1999_12 |
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