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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1004796Generated: October 30, 2026

3-Amino-1,5-naphthalenedisulfonic acid → 3-Hydroxy-2-methylbenzoic Acid

https://huagongshe.com/reaction/1004796

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Amino-1,5-naphthalenedisulfonic acidHCID 8563—
Reactant(3-(Chlorocarbonyl)-2-methylphenyl)acetateHCID 7010345—
SolventWaterHCID 962—
Product3-Hydroxy-2-methylbenzoic AcidHCID 252023—

Reaction Steps

The process according to the invention for the preparation of 3-acetoxy-2-methylbenzoyl chloride avoids these disadvantages. It comprises reacting an alkali metal salt of 3-aminonaphthalene-1,5-di-sulfonic acid with alkali metal hydroxide and water in the weight ratio 1:(1 to 1.6):(l to 1.6) at 220 to 320° C. to give the dialkali metal salt of 3-hydroxy-2-methylbenzoic acid, separating off insoluble constituents from the reaction mixture, then adjusting the reaction mixture to a pH of 11.5 to 13.5 by addition of acid and reacting it with acetic anhydride at -5 to 25° C., precipitating the 3-acetoxy-2-methylbenzoic acid by addition of acid, separating off the 3-acetoxy-2-methylbenzoic acid and reacting it with an inorganic acid chloride to give 3-acetoxy-2-methylbenzoyl chloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06051732
Source datasetuspto-grants-2000_04
ORD IDord-6dbfae92e4ca41909b5d37710d93101a
Source noteuspto-grants-2000_04