HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methoxy-5-nitroaniline → N-(2-methoxy-5-nitrophenyl)propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methoxy-5-nitroaniline | HCID 7447 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-methoxy-5-nitrophenyl)propanamide | HCID 2176144 | 98.1% |
Reaction Steps
2-methoxy-5-nitroaniline (1) (10.1 g, 60.0 mmol) in 250 mL dichloromethane at 0°-5° C. was treated with triethylamine (10.0 g, 100.0 mmol) and propionyl chloride (6.7 g, 6.3 mL, 72.0 mmol) for 1 hour and 0.5 h at room temperature (RT). Normal aqueous workup and removal of solvent gave a light yellow solid which was washed with hexane/EtOAc (9:1) to yield solid N-(2-Methoxy-5-nitro-phenyl)-propionamide (2) (13.2 g, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08648104B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-f027d2a09ee44c4cb92ff0e7f92ae1ce |
| Source note | uspto-grants-2014_02 |