N-(9,10-dioxoanthracen-1-yl)acetamide

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: 125.5 g (0.5 mole) of 4-acetamino-anthrone in 1.5 liters of water are warmed to 70°. 50 ml of sodium water glass are added (d = 1.35) and 400 ml of a hydrogen peroxide solution which contains 80 g of H2O2 per liter are then allowed to run in dropwise in the course of 1 hour. Appropriately, a slight stream of nitrogen is passed over the surface during the reaction. The mixture is then stirred at between 70° and 90° C until no further starting material is found in a sample which is withdrawn and examined by thin layer chromatography. In the course of the oxidation, the suspension has developed an intense yellow color. The suspension is filtered and the product washed until neutral. After drying, 125 g of 1-acetamino-anthraquinone with a melting point of 221° C are obtained. dropwise in the course of 1 hour Appropriately, a slight stream of nitrogen is passed over the surface during the reaction is withdrawn The suspension is filtered the product washed until neutral After drying

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1-acetylaminoanthraquinone (purity 99.9%, 26.5 g), xylene (500 g), tetra-n-butyl ammonium chloride (0.6 g) and 96% potassium hydroxide (12.0 g) was stirred for 1 hour while being maintained at 50° C. Then, dimethylsulfuric acid (25.2 g) was dropped at 50° C. over 2 hours. The mixture was stirred at 50° C. for 30 minutes, 60° C. for 2 hours and 70° C. for 4 hours, successively. After water (250 g) was added, the solution was stirred for 1 hour, while being maintained at 50° C. Then, the same procedure as in Example 3 was applied to obtain, after xylene was recovered, N-acetyl-1-methylaminoanthraquinone (27.7 g, purity 92.4%, yield 91.7%). The mixture was stirred at 50° C. for 30 minutes, 60° C. for 2 hours and 70° C. for 4 hours the solution was stirred for 1 hour while being maintained at 50° C to obtain after xylene was recovered

Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1-acetylaminoanthraquinone (purity 99.9%, 26.5 g), monochlorobenzene (320 g), tetra-n-butyl ammonium bromide (0.3 g) and 96% potassium hydroxide (12.0 g) was stirred for 30 minutes while being maintained at 50° C. Then, dimethylsulfuric acid (25.2 g) was dropped at 50° C. over 2 hours. The solution was stirred at 50° C. for 30 minutes, 60° C. for 2 hours and 70° C. for 4 hours, successively. After water (150 g) was added, the solution was stirred for 1 hour while being maintained at 50° C. Then, the same procedure as in Example 3 was carried out to obtain N-acetyl-1-methylaminoanthraquinone (27.9 g, purity 93.6%, yield 93.6%). The solution was stirred at 50° C. for 30 minutes, 60° C. for 2 hours and 70° C. for 4 hours the solution was stirred for 1 hour while being maintained at 50° C

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

Procedure: 363 g (1.37 moles) of 1-acetamino-anthraquinone are warmed with 3.5 l of water and 130 ml of concentrated sodium hydroxide solution (d = 1.48) in a stainless steel autoclave for 5 hours at 150° C. After cooling to room temperature, the red suspension is filtered. The residue is washed with hot water until neutral. After drying, 300 g of 1-amino-anthraquinone are obtained (yield: 98%). Degree of purity: 97 to 98%. the red suspension is filtered The residue is washed with hot water until neutral After drying

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

Procedure: 363 g (1.37 moles) of 1-acetamino-anthraquinone are warmed with 3.5 kg of methanol and 150 ml of concentrated sodium hydroxide solution (d = 1.48) in a stainless steel autoclave for 3 hours at 85° C. After cooling to room temperature, the red suspension is suction filtered. The residue on the suction filter is washed with hot water until the filtrate has a neutral reaction. After drying, 290 g of 1-amino-anthraquinone are obtained (yield: 95%). Degree of purity: 98 to 99%. suction filtered The residue on the suction filter is washed with hot water until the filtrate a neutral reaction After drying

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 363 g (1.37 moles) of 1-acetamino-anthraquinone are stirred into 3.5 kg of ethanol, 150 ml of concentrated sodium hydroxide solution (d = 1.48) are added and the mixture is then heated to the reflux temperature (80° C) for three hours. After cooling to 15° C, the red suspension is suction filtered. The residue is washed on the suction filter with hot water until the filtrate has a neutral reaction. After drying, 291 g of 1-amino-anthraquinone are obtained (yield: 95.2%). Degree of purity: 98 to 99%. are added After cooling to 15° C suction filtered The residue is washed on the suction filter with hot water until the filtrate a neutral reaction After drying