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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925611Generated: November 1, 2026

Sulfuric Acid → 3-Cyclopropylamino-2-methyl-4-(methylsulfonyl)benzoic acid

https://huagongshe.com/reaction/1925611

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantCyclopropylamineHCID 69828—
Reactant3-Fluoro-2-methyl-4-(methylsulfonyl)benzoic acidHCID 14254479—
Product3-Cyclopropylamino-2-methyl-4-(methylsulfonyl)benzoic acidHCID 57424945—

Reaction Conditions

Temperature120 °C

Reaction Steps

5.0 g (22 mmol) of 3-fluoro-2-methyl-4-(methylsulfonyl)benzoic acid were dissolved in 25.0 ml (356 mmol) of cyclopropylamine. The mixture was heated at 120° C. with stirring in an autoclave for 1 day, cooled to room temperature (RT), added to ice and conc. sulfuric acid and extracted with ethyl acetate. The combined organic phases were dried over MgSO4, and the solvent was removed under reduced pressure. The residue was purified by preparative HPLC. This gave 1.8 g of a beige solid in a purity of 95%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178695B2
Source datasetuspto-grants-2012_05
ORD IDord-e1d839bdf293477d8f4cae4b771768b2
Source noteuspto-grants-2012_05