HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxybenzylamine → 5-bromo-N-(4-methoxybenzyl)-2-nitroaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | 4-Bromo-2-fluoro-1-nitrobenzene | HCID 2783362 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-bromo-N-(4-methoxybenzyl)-2-nitroaniline | HCID 65341673 | 98% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
To a solution of 4-bromo-2-fluoro-1-nitrobenzene (500 mg, 2.27 mmol) in DMF (6 mL) was added (4-methoxyphenyl)methanamine (342 mg, 2.5 mmol) and TEA (345 mg, 3.4 mmol). The reaction mixture was then stirred at 120° C. for 30 min under microwave heating. After cooling, the mixture was diluted with water (40 mL) and the resulting precipitate collected by filtration, washed with water and dried in vacuo to give the desired product (750 mg, crude, 97% yield) which was used in next step without further purification. LCMS (m/z): 338.1 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388173B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-9fcfd0cf818146d08227ce4cf5012721 |
| Source note | uspto-grants-2016_07 |