4-ethoxybenzene-1,3-diamine

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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. at about 80° C After about 23/4 hours, the hydrogen absorption The catalyst was filtered off the solvent and water of reaction were distilled off under normal pressure

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 112 g (0.529 mol) of 2,4-dinitrophenetole were hydrogenated, in a 700 ml stirred autoclave, in 300 ml of o-toluidine with 15 g of water-moist palladium catalyst (0.5% by weight of palladium on charcoal), corresponding to 6 g of dry catalyst, at a temperature of about 80° C and a hydrogen pressure of between 5 and 10 bars. After 31/2 hours, the hydrogen absorption and the reaction had ended. After filtering off the catalyst, the solvent and the water of reaction formed were distilled off under normal pressure and the residue which remained was then fractionally distilled in vacuo. 71.7 g (89.3% of theory) of 2,4-diaminophenetole of solidification point 64.2° C were obtained in the boiling range of 150° - 180° C/5 mm Hg. 4.5 g of a higher-boiling residue remained. at a temperature of about 80° C After 31/2 hours, the hydrogen absorption After filtering off the catalyst the solvent and the water of reaction formed were distilled off under normal pressure the residue which remained was then fractionally distilled in vacuo