Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Fluoro-3-nitroaniline | HCID 67768 | — |
| Reactant | 3,5-Dichlorobenzoyl chloride | HCID 76191 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 3323861 | HCID 3323861 | 92% |
Reaction Steps
To a solution of 4-fluoro-3-nitro-phenylamine (3.0 g, 20 mmol) in dichloromethane (60 mL) was added pyridine (3.2 g, 40.0 mmol). The solution was cooled to 0° C. and 3,5-dichlorobenzoyl chloride (4.0 g, 20.0 mmol) was added. The ice bath was removed and the reaction was allowed to warm to room temperature over 18 h. The reaction was poured into water and a precipitate formed. The solid was collected and washed with excess water. This solid was than dried under vacuum at 50° C. for 18h. This solid was taken up in ethyl acetate. The ethyl acetate was washed with 5% HCl, water, brine, and dried over sodium sulfate, filtered and concentrated under vacuum giving the title compound (5.8 g, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07910595B2 |
|---|
| Source dataset | uspto-grants-2011_03 |
|---|
| ORD ID | ord-1c6d9bf61703426d82438f4e1bed0251 |
|---|
| Source note | uspto-grants-2011_03 |
|---|