HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(2-amino-4,5-dichlorophenyl)-2-methoxy-4-cyanobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4,5-Dichloro-1,2-phenylenediamine | HCID 79297 | — |
| Reactant | 4-Cyano-2-methoxybenzoyl chloride | HCID 22675049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-amino-4,5-dichlorophenyl)-2-methoxy-4-cyanobenzamide | HCID 21101177 | 86.3% |
Reaction Steps
A solution of 2-methoxy-4-cyanobenzoyl chloride (2 g, 10 mmol) in dichloromethane (20 ml) was added dropwise in 1 h to a solution of 4,5-dichlorophenylendiamine (3.54 g, 20 mmol) and triethylamine (10.1 g=13.9 ml, 100 mmol) in dichloromethane (20 ml). Stirring was continued for additional two hours. The solvent was removed under vacuum and the residue was triturated with water (50 ml), filtered and dried at 50° C. under vacuum. The solid was suspended in diethyl ether (150 ml), stirred for 1 h, filtered and dried under vacuum to give 2.9 g of N-(2-amino-4,5-dichlorophenyl)-2-methoxy-4-cyanobenzamide (yield 43%), mp>250° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07220769B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-ded22f44dbe0478798e9caf097d87fec |
| Source note | uspto-grants-2007_05 |