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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857809Generated: October 25, 2026

Benzoic Acid → Quinoline Yellow

https://huagongshe.com/reaction/857809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic AcidHCID 243—
ReactantPhthalic AnhydrideHCID 6811—
Reactant2-MethylquinolineHCID 7060—
ReactantPotassium HydroxideHCID 14797—
ReactantSodium HydroxideHCID 14798—
SolventWaterHCID 962—
ProductQuinoline YellowHCID 6731—

Reaction Conditions

Temperature165 °C

Reaction Steps

For example, the benzoic acid and the phthalic anhydride of the formula (5) are heated and molten at a temperature of at least 130° C. and then the quinaldine is added. In this reaction, the quinaldine and the phthalic anhydride are generally used in a molar ratio of from 1:1 to 1:5. Further, the quinaldine and the benzoic acid are generally used in a molar ratio of from 1:2 to 1:20. The molar ratio between the quinaldine and the benzoic acid can be increased or decreased according to the stirring state of the reaction mixture. After the raw materials are molten, the mixture is heated to 150 to 180° C. and stirred for 3 to 8 hours. In this case, it is possible to determine the termination point of the reaction by carrying out component analysis of the reaction mixture according to a high performance liquid chromatograph or other methods. After the termination of the reaction, the reaction mixture is cooled to 130 to 150° C. The cooled mixture is diluted with water as required. Then, an alkali aqueous solution such as an aqueous solution of 5 to 20% by weight of sodium hydroxide or potassium hydroxide is added. The benzoic acid is converted into a water-soluble alkali metal salt by the above operation, and the water-soluble alkali metal salt can be separated from a generated quinophthalone compound by means of filtration. Then, washing is carried out with water, followed by drying, whereby the quinophthalone compound which is used for forming the quinophthalone residue of the formula (4) can be obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07147704B2
Source datasetuspto-grants-2006_12
ORD IDord-6826fd3e7a0c4479aa73f0c53d8e7b47
Source noteuspto-grants-2006_12