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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542991Generated: October 25, 2026

Nitrobenzene → Anthrimide

https://huagongshe.com/reaction/542991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrobenzeneHCID 7416—
ReactantSodium CarbonateHCID 10340—
ReactantBenzamide, N-(4-bromo-9,10-dihydro-9,10-dioxo-1-anthracenyl)-HCID 66478—
ReactantBenzamide, N-(5-amino-9,10-dihydro-9,10-dioxo-1-anthracenyl)-HCID 67011—
CatalystCuprous chlorideHCID 62652—
ProductAnthrimideHCID 6700—

Reaction Conditions

Temperature190 °C

Reaction Steps

55 parts of 1-benzamido-4-bromoanthraquinone, 45 parts of 1-amino-5-benzamidoanthraquinone, 10 parts of sodium carbonate and 1.4 parts of copper(I) chloride are suspended in 550 parts of nitrobenzene. With stirring, the mixture is heated to 190° C. and then a further 1.3 parts of copper(I) chloride are added. The reaction mixture is heated to 205° C. and stirred for 3 hours at this temperature while distilling off the water of reaction. The batch is then heated to 215° C. and the pressure rises to about 1 bar. Stirring is continued for another 2 hours under these conditions. The reaction mixture is then slightly cooled and the nitrobenzene is removed by distillation. The reaction product is dried, affording about 85 parts of anthrimide, which can be converted into a brown vat dye by carbazolation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04659831
Source datasetuspto-grants-1987_04
ORD IDord-6e1789c02387441596e9901a79ae04b6
Source noteuspto-grants-1987_04