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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2258083Generated: November 1, 2026

Hydrochloric Acid → Quino[2,3-b]acridine-7,14-dione, 2,9-dichloro-5,12-dihydro-

https://huagongshe.com/reaction/2258083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantQuinolineHCID 7047—
ReactantBenzoyl chlorideHCID 7412—
ReactantNitrobenzeneHCID 7416—
ReactantSodium HydroxideHCID 14798—
Reactant1,4-Benzenedicarboxylic acid, 2,5-bis[(4-chlorophenyl)amino]-HCID 170557—
ProductQuino[2,3-b]acridine-7,14-dione, 2,9-dichloro-5,12-dihydro-HCID 76530—

Reaction Conditions

Temperature200 °C

Reaction Steps

7.51 Parts of 2,5-di(p-chloroanilino)terephthalic acid obtained in Example 13, 79 parts of nitrobenzene, 6 parts of benzoyl chloride and 1.65 parts of quinoline were charged into a 200-ml flask of stainless steel, and maintained at 200° C. for 5 hours. When the mixture was temperature-increased up to about 180° C., hydrochloric acid gas was generated and the intramolecular-dehydration reaction was initiated. The reaction mixture was cooled to 110° C., and then 2.27 parts of 30% sodium hydroxide was dropwise added to decompose an excess of benzoyl chloride. Then, the reaction mixture was filtered while it was hot, washed with methanol, washed with water and dried to give 6.37 parts (92.8% of the theoretical yield) of 2,9-dichloroquinacridone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05659036
Source datasetuspto-grants-1997_08
ORD IDord-d5fb6d20c0b6452aab066ee15e419986
Source noteuspto-grants-1997_08