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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2051386Generated: October 27, 2026

Methyl iodide → 4-bromo-N-benzoyl-1-methylaminoanthraquinone

https://huagongshe.com/reaction/2051386

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium HydroxideHCID 14797—
ReactantBenzamide, N-(4-bromo-9,10-dihydro-9,10-dioxo-1-anthracenyl)-HCID 66478—
CatalystTetrabutylammonium BromideHCID 74236—
SolventChlorobenzeneHCID 7964—
Product4-bromo-N-benzoyl-1-methylaminoanthraquinoneHCID 1979944598.1%

Reaction Conditions

Temperature30 °C

Reaction Steps

A mixture of 4-bromo-1-benzoylaminoanthraquinone (purity 98.5%, 41.2 g), monochlorobenzene (500 g), tetra-n-butyl ammonium bromide (0.3 g) and 96% potassium hydroxide (12.0 g) was stirred for one hour at 30° C., and methyl iodide (28.4 g) was added thereto at 30° C. over 2 hours. A mixture was stirred at 30° C. for 30 minutes and 40° C. for 3 hours, successively. Then, the same aftertreatment as in Example 3 was conducted to obtain 4-bromo-N-benzoyl-1-methylaminoanthraquinone (41.8 g, purity 94.5%, yield 94.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05017713
Source datasetuspto-grants-1991_05
ORD IDord-d62b05b76a314df29a8b02d68b0fca29
Source noteuspto-grants-1991_05