HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → N~2~-Methyl-4-nitrobenzene-1,2-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Nitro-1,2-phenylenediamine | HCID 5111791 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N~2~-Methyl-4-nitrobenzene-1,2-diamine | HCID 21956374 | 61% |
Reaction Steps
A 1 L round bottom flask was charged with 4-nitrobenzene-1,2-diamine (40 g, 0.26 mol), methyl iodide (13 ml, 0.21 mol) and DMF (300 ml), followed by the addition of saturated sodium carbonate (60 ml) over 2-3 minutes under rapid stirring. After stirring overnight at room temperature the reaction mixture was filtered and then concentrated in vacuo to a dark red oil. The residue was purified by flash column chromatography (15 to 30% ethyl acetate/petrol) to afford the title compound (27 g, 61% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455507B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-8c809b56cd724c6f8b5f3bc6ae1c03a8 |
| Source note | uspto-grants-2013_06 |