HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dinitrophenetole → 2,4-Diamino-1-ethoxybenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dinitrophenetole | HCID 11887 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Water | HCID 962 | — |
| Solvent | O-Toluidine | HCID 7242 | — |
| Product | 2,4-Diamino-1-ethoxybenzene | HCID 49981 | 97.3% |
Reaction Steps
100 g (0.472 mol) of 2,4-dinitrophenetole were hydrogenated, in a 700 ml stirred autoclave, in 300 ml of o-toluidine with 12 g of water-moist palladium catalyst (1.0% by weight of palladium on active charcoal), corresponding to 4.8 g of dry catalyst, at about 80° C and a hydrogen pressure of between 5 and 10 bars. After about 23/4 hours, the hydrogen absorption and the reaction had ended. The catalyst was filtered off and the solvent and water of reaction were distilled off under normal pressure. 69.8 g (97.3% of theory) of crude 2,4-diaminophenetole of solidification point 63.5° C were obtained. The compound purified by distillation under reduced pressure had a solidification point of 64.2° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04005143 |
| Source dataset | uspto-grants-1977_01 |
| ORD ID | ord-4d1fa4e86c374bf880112041658af27a |
| Source note | uspto-grants-1977_01 |