HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl orthoformate → 3-bromo-4-ethoxyanilino-N-(2,4-dichloro-5-methoxyphenyl)-2-cyano-2-propenamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Reactant | 3-Bromo-4-ethoxyaniline | HCID 15270885 | — |
| Reactant | 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide | HCID 16099178 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 3-bromo-4-ethoxyanilino-N-(2,4-dichloro-5-methoxyphenyl)-2-cyano-2-propenamide | HCID 69315465 | 50.7% |
Reaction Steps
To a suspension of 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide (715 mg, 2.74 mmol) in 50 mL of iso-propanol was added 3-bromo-4-ethoxyaniline (586 mg, 2.71 mmol). This mixture was heated to reflux and triethylorthoformate (2.7 mL, 16.2 mmol) was added dropwise. The reaction mixture was heated at reflux overnight. The mixture was filtered while still warm and the collected white solid was washed with iso-propanol to give 666 mg of 3-bromo-4-ethoxyanilino-N-(2,4-dichloro-5-methoxyphenyl)-2-cyano-2-propenamide, mp >250° C.; MS (ES) m/z 482.0, 484.0, 486.0 (M−H)−
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07297795B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-13a1067fdff5474ea57eaeb339e3a077 |
| Source note | uspto-grants-2007_11 |