Hydrochloric Acid → HCID 54366659, compound

Participants

Reaction Conditions

Reaction Steps

11.28 g of the 1,8-bis(4-nitrophenyl)-1,3,5,7-octatetraene synthesized in Synthesis Example 1 was added to 250 ml of DMF. To this mixture, 22.5 g of iron powder was added, and then diluted hydrochloric acid consisting of 5.6 ml of concentrated hydrochloric acid and 19 ml of water was added with stirring. The mixture was further stirred at 80~88° C. for 5 hours. The reaction mixture was cooled to 50° C. and was made alkaline by addition of a 10% aqueous solution of sodium hydroxide. Celite was added to the reaction mixture, and then insoluble components were filtered out, together with the Celite, from the reaction mixture, while it was hot. The filterate was diluted with water. As a result, crystals separated out. The crystals were filtered off, washed with water and dried, so that a crude diamino product was obtained. The product was recrystallized from a mixed solvent of DMF and water, whereby 1,8-bis(4-aminophenyl)-1,3,5,7-octatetraene was obtained in the form of dark red plate crystals. The melting point was 262.5~264.5° C.

Provenance & Evidence