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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1994901Generated: October 31, 2026

Citric Acid → HCID 59135943, compound

https://huagongshe.com/reaction/1994901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantPotassium HydroxideHCID 14797—
ReactantEthyl(2-{7-[methyl(2-thienylsulfonyl)amino]-1H-indol-2-yl}-4,5-dihydro-1,3-thiazol-5-yl)acetateHCID 57476282—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59135943HCID 5913594383.3%

Reaction Steps

Ethyl (2-{7-[methyl(2-thienylsulfonyl)amino]-1H-indol-2-yl}-4,5-dihydro-1,3-thiazol-5-yl)acetate (0.52 g) was dissolved in a mixed solvent of tetrahydrofuran (6 mL)-methanol (6 mL), and the mixture was ice-cooled. Aqueous potassium hydroxide solution (prepared by dissolving potassium hydroxide (0.25 g) in water (5 mL))) was added to this solution, and the mixture was stirred from under ice-cooling to room temperature for 7 hr. The reaction solution was acidified with aqueous citric acid solution, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained amorphous solid was crystallized from ethyl acetate-hexane to give the title compound (407 mg, yield: 83%) as pale-yellow prism crystals. MS: 436 (MH+). melting point 232-234° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652133B2
Source datasetuspto-grants-2010_01
ORD IDord-436db6de1461419fb44f68059b39663c
Source noteuspto-grants-2010_01