HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxybenzylamine → Methyl 4-[[(4-methoxyphenyl)methyl]amino]-3-nitrobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 4-fluoro-3-nitrobenzoate | HCID 5219721 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-[[(4-methoxyphenyl)methyl]amino]-3-nitrobenzoate | HCID 53396459 | 79% |
Reaction Steps
DIEA (389.0 g, 3.02 mol) was added to a solution of methyl 4-fluoro-3-nitrobenzoate (200.0 g, 1.00 mol) in N,N-dimethylformamide (2 L) at room temperature. Then (4-methoxyphenyl)methanamine (275 g, 2.00 mol) was added dropwise. After 2 h, the reaction was diluted with water (5 L), the solids were collected by filtration to afford methyl 4-(4-methoxybenzylamino)-3-nitrobenzoate as a yellow solid (250 g, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073902B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-17e610466ca043d48c1d821b4a6b1222 |
| Source note | uspto-grants-2015_07 |