HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1905848Generated: October 26, 2026
Formaldehyde → 1-Amino-2-bromo-4-hydroxyanthraquinone
https://huagongshe.com/reaction/1905848
Participants
| Role | Name | HCID | Charge |
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| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 1-Amino-2,4-dibromoanthraquinone | HCID 6681 | — |
| Reactant | Fuming sulfuric acid | HCID 24681 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-Amino-2-bromo-4-hydroxyanthraquinone | HCID 8320 | 93.7% |
Reaction Steps
Hydrolysis is carried out by adding 195.3 parts of 66% oleum and 16 parts of paraformaldehyde to the reaction mixture and heating it to 110° C. The mixture is heated in a stream of nitrogen to 110° C. until the presence of 1-amino-2,4-dibromoanthraquinone can no longer be detected. The reaction time is from 1 to 2 hours. Upon completion of the reaction, the reaction mixture is cooled to room temperature and diluted with 523 parts of water. The precipitated crystals of 1-amino-2-bromo-4-hydroxyanthraquinone are isolated by filtration and washed with water until neutral, affording 149 parts of product, corresponding to a yield of 93.7%, based on 1-aminoanthraquinone. Melting point: 226°-228° C. (lit.: 231°-232° C.). According to elemental analysis, the bromine content is 25.0% (calculated: 25.2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04648994 |
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| Source dataset | uspto-grants-1987_03 |
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| ORD ID | ord-a6ea770377d74cb7b3b2f253466d2d71 |
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| Source note | uspto-grants-1987_03 |
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