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1 8-DIAMINO-4 5-DIHYDROXYANTHRAQUINONE synthesis
- Product Name:1 8-DIAMINO-4 5-DIHYDROXYANTHRAQUINONE
- CAS Number:128-94-9
- Molecular formula:C14H10N2O4
- Molecular Weight:270.24
![1,8-DINITROANTHRAQUINONE](/CAS/GIF/129-39-5.gif)
129-39-5
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![1 8-DIAMINO-4 5-DIHYDROXYANTHRAQUINONE](/CAS/GIF/128-94-9.gif)
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Yield:-
Reaction Conditions:
in ice-water;sulfuric acid;N,N-dimethyl-formamide
Steps:
10 EXAMPLE 10 STR10
EXAMPLE 10 STR10 90 parts of 1,8-dinitroanthraquinone are suspended at room temperature in 1000 parts of dimethyl formamide. To this suspension are then added 45 parts of sodium azide. The reaction mixture is then stirred for 8 hours at room temperature and, after addition of 1000 parts of a mixture of ice and water, filtered. The filter cake is washed with water and the moist product (70% paste) is added in the course of 1 hour to 500 parts of conc. sulfuric acid, taking care that the temperature does not rise above 85° C. The suspension is then heated to 95° C., stirred for 3 hours at 95°-100° C. and, after the dropwise addition of 300 parts of ice-water, filtered hot. The filter cake is washed neutral with water, affording 44 parts of 1,8-diamino-4,5-dihydroxyanthraquinone. Recrystallisation from dimethyl formamide yields an analytically pure sample with a melting point of about 290° C.
References:
Ciba-Geigy AG US4250102, 1981, A
![1,8-Dihydroxy-4,5-dinitroanthraquinone](/CAS/GIF/81-55-0.gif)
81-55-0
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![9,10-Anthracenedione, 1,8-diethoxy-4,5-dinitro-](/CAS/20210305/GIF/1260370-70-4.gif)
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![1 8-DIAMINO-4 5-DIHYDROXYANTHRAQUINONE](/CAS/GIF/128-94-9.gif)
128-94-9
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![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
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![1 8-DIAMINO-4 5-DIHYDROXYANTHRAQUINONE](/CAS/GIF/128-94-9.gif)
128-94-9
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