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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623280Generated: October 26, 2026

Sodium Chloride → Methyl 2-amino-5-chloro-3-methylbenzenecarboxylate

https://huagongshe.com/reaction/623280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantDimethyl SulfateHCID 6497—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Amino-5-chloro-3-methylbenzoic acidHCID 11644044—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-amino-5-chloro-3-methylbenzenecarboxylateHCID 127446231,218.4%

Reaction Steps

To a 500 mL round-bottom flask, 0.2 mol of 2-amino-3-methyl-5-chlorobenzoic acid having the structural formula of IV-5, 300 mL of DMF and 2.0 grams of potassium carbonate were added, stirred at room temperature for 0.5 hour, dimethyl sulfate was dripped, reacted at 110° C. for 7 hours, and cooled to room temperature, poured into a saturated sodium chloride solution, extracted with acetate ethyl, dried over anhydrous sodium sulfate, filtered and the solvent was removed to obtain a crude product, 35.2 grams of 2-amino-3-methyl-5-chlorobenzoic acid methyl ester having a structural formula of VIII-3 was obtained by column chromatography, and the yield was 88.4%;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09301529B2
Source datasetuspto-grants-2016_04
ORD IDord-238c723639fe4eacb68332442c26e1ea
Source noteuspto-grants-2016_04