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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108912Generated: October 30, 2026

Hydrochloric Acid → 5,12-Dihydro-2,9-dimethylquino(2,3-b)acridine-7,14-dione

https://huagongshe.com/reaction/1108912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantOxygenHCID 977—
Reactantp-ToluidineHCID 7813—
Product5,12-Dihydro-2,9-dimethylquino(2,3-b)acridine-7,14-dioneHCID 70423—

Reaction Steps

1 Mole of 1,4-cyclohexanedione-2,5-di(methyl carboxylate), methanol whose weight was 10 times the weight of the 1,4-cyclohexanedione-2,5-di(methyl carboxylate), 2.53 mol of p-toluidine and 0.1 mol of hydrochloric acid were allowed to react at 65°-100° C. for 3 hours while they were substantially not in contact with oxygen, and the formed product was recovered by filtration and washed. This product was further heated to 250°-268° C. in a dimethylnaphthalene isomer mixture while it was substantially not in contact with oxygen, and the resultant product was recovered by filtration and washed. Added thereto were ethylene glycol monoethyl ether whose amount was 7 times the weight thereof and 50% caustic soda in such an amount that was 18% based on the total amount of the mixture. Then, sodium m-nitrobenzenesulfonate was added for oxidation, and the formed product was recovered by filtration and washed to give a crude 2,9-dimethylquinacridone having a purity of at least 99%. The crude 2,9-dimethylquinacridone obtained in this Referential Example was used in the following Examples.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05318626
Source datasetuspto-grants-1994_06
ORD IDord-fea98cfb5bd740c8bc7791360c98acfa
Source noteuspto-grants-1994_06