HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1277716Generated: November 4, 2026
4-Chlorophenol → 9,10-Anthracenedione, 1-amino-2-(4-chlorophenoxy)-4-hydroxy-
https://huagongshe.com/reaction/1277716
Participants
| Role | Name | HCID | Charge |
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| Reactant | 4-Chlorophenol | HCID 4684 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 9,10-Anthracenedione, 1-amino-2-chloro-4-hydroxy- | HCID 75590 | — |
| Reactant | dodecylbenzenesulphonic acid, compound with 2,2'-iminodiethanol (1:1) | HCID 57371087 | — |
| Catalyst | Benzyltrimethylammonium chloride | HCID 5963 | — |
| Solvent | Water | HCID 962 | — |
| Product | 9,10-Anthracenedione, 1-amino-2-(4-chlorophenoxy)-4-hydroxy- | HCID 170716 | 97% |
Reaction Steps
35 parts of potassium carbonate, 65 parts of p-chlorophenol, 4 parts of a 50% strength aqueous solution of diethanolamine dodecylbenzenesulfonate to act as a dispersant, 7 parts of a 50% strength aqueous solution of trimethylbenzylammonium chloride and 70 parts of 1-amino-2-chloro-4-hydroxyanthraquinone (95% pure) are introduced into 250 parts of water (resulting in a pH of 11), and the mixture is heated for 15 hours at 140° C., under a pressure of about 4.5 bar, whilst stirring. When it has cooled, the reaction mixture is poured into 350 parts of 10% strength sodium carbonate solution and the suspension is stirred for 1 hour at 70° C. and then filtered. The product is washed neutral and dried, giving 88 parts of 97% pure 1-amino-2-(4'-chlorophenoxy)-4-hydroxyanthraquinone, corresponding to a yield of 97% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04278606 |
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| Source dataset | uspto-grants-1981_07 |
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| ORD ID | ord-f99bb4c15efd4c2fbb1395d337e115e0 |
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| Source note | uspto-grants-1981_07 |
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