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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant1-Amino-2,4-dibromoanthraquinoneHCID 6681—
ReactantFuming sulfuric acidHCID 24681—
SolventWaterHCID 962—
Product1-Amino-2-bromo-4-hydroxyanthraquinoneHCID 832093.7%

Reaction Conditions

Temperature110 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04648994
Source datasetuspto-grants-1987_03
ORD IDord-a6ea770377d74cb7b3b2f253466d2d71
Source noteuspto-grants-1987_03