Hydrochloric Acid → 6-n-Octyloxy-11-methyl-14H-anthra(2,1,9 mna)thioxanthene-14-one

Participants

Reaction Conditions

Reaction Steps

70 g (0.14M) of 3-[(2-amino-3-methylphenyl)thio]-2-octyloxy-7H-benzo[de]anthracene-7-one and 1200 ml of DMF were placed into a 2 liter three-necked flask, equipped with a mechanical stirrer and a thermometer. The flask was set onto an ice bath. While stirring, 235 mg of 36% of hydrochloric acid has been added at a temperature not exceeding 20° C. After the reaction mixture was cooled to 0° C., 13.1 g of a sodium nitrite solution in 70 ml of water was added portionwise and held for an hour. Then 0.5 g of copper sulfate (II) has been added at 10° C. and heated till 100° C. The mixture was held for 2 hours, cooled and filtered. The dark red colored precipitate was washed with ethanol and water. The yield=60 g (89. Tm=207-209° C.

Provenance & Evidence