HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 131723394, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Cyano-2-fluorobenzoic acid | HCID 590659 | — |
| Reactant | N-(2-Aminophenyl)-4-methoxybenzamide | HCID 785232 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 131723394 | HCID 131723394 | 40% |
Reaction Steps
To a solution of N1-(4-methoxybenzoyl)-1,2-benzenediamine (0.5 g, 1.8 mmol), 2-fluoro-4-cyanobenzoic acid (0.3 g, 1.8 mmol) and N,N-diisopropylethylamine (0.23 g, 1.8 mmol) in DMF (5 mL) was added EDC (0.42 g, 2.2 mmol). After 48 h, 2-fluoro-4-cyanobenzoic acid (0.3 g, 1.8 mmol) and EDC (0.35 g, 1.8 mmol) were added. After an additional 24 h, the reaction was concentrated; and the residue was dissolved in ethyl acetate, washed with 1 N citric acid, brine, satd aq NaHCO3 and brine. The organic layer was MgSO4 dried, crystallized, filtered with ether wash, and dried under vacuum to give the title compound as a white solid 280 mg (40%); MS(FD): 389.1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06677369B2 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-62461b466cc84eb083d9f418e48a57c7 |
| Source note | uspto-grants-2004_01 |