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ChemicalBook CAS DataBase List Solvent Blue 35
17354-14-2

Solvent Blue 35 synthesis

7synthesis methods
1,4-Dihydroxyanthracene-9,10-dione and Butan-1-amine?(2 Moore) condensation.
-

Yield:17354-14-2 258.2 mg

Reaction Conditions:

with pyridine at 50; for 120 h;

Steps:

3.5. General procedure for butylamination of 1-p-toluonesulfonyloxy-2-alkyl-9,10-anthraquinones (3a-c), 1-p-toluonesulfonyloxy-9,10-anthraquinone (3d), 1,4-bis(p-toluonesulfonyloxy)-2-alkyl-9,10-anthraquinones (3a' -c’) and 1,4- bis(p-toluonesulfonyloxy)-9,10-anthraquinone (3d' ) (reaction III, Fig. 1)

General procedure: A large excess (400-1000 mol eq.) of n-butylamine was added to asolution of the respective tosylated compound in pyridine and the reactionmixture was kept at 50 C for 2-5 days to ensure completion ofthe reaction which was monitored by TLC (SiO2; heptane-ethylacetateratio 6:1). After cooling, pyridine was removed by co-evaporation with toluene. Column chromatography was then performed (SiO2,heptane-to-ethylacetate ratio 6:1), the first eluting red (for educts 3a-d)and blue fraction (for educts 3a-d’), respectively, was collected. Afterevaporation of solvent, the obtained solids were recrystallized fromabsolute ethanol.

References:

Jaxel, Julien;Amer, Hassan;Bacher, Markus;Roller, Alexander;Guggenberger, Matthias;Zwirchmayr, Nele Sophie;Hansmann, Christian;Liebner, Falk [Dyes and Pigments,2020,vol. 173,art. no. 107991]

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