HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 22175022, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2,4-Dichlorophenethylamine | HCID 142938 | — |
| Reactant | 4-Nitro-isatoic anhydride | HCID 282089 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22175022 | HCID 22175022 | 97.1% |
Reaction Steps
To a stirred solution of 4-nitro-isatoic anhydride (10.0 g, 0.048 mol) in CH2Cl2 (100 mL) was added 2,4-dichlorophenethylamine (10.08 g, 0.053 mol) followed by DMF (10 mL). The reaction mixture was stirred at room temperature for 30 min. The resulting mixture was then dissolved in 1.0 L CH2Cl2 and washed with 1.0 M NaOH. The combined organic layers were concentrated under reduced pressure and purified by silica gel flash chromatography (0-100% EtOAc/hexanes eluent) to give the product (16.5 g, 97% yield) as a yellow solid. HPLC retention time: 3.04 min; Method A; LRMS (ESI) m/z 354 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625909B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-b8c5839c270d4db4b7c20a7d7d8a59f3 |
| Source note | uspto-grants-2009_12 |