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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 605190Generated: October 31, 2026

Ethanol → {4-[2-Amino-4-(5-tert-butyl-thiazol-2-ylcarbamoyl)-phenylsulfanyl]-phenyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

https://huagongshe.com/reaction/605190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-[4-(5-tert-Butyl-thiazol-2-ylcarbamoyl)-2-nitro-phenylsulfanyl]-phenyl-carbamic acid 9H-fluoren-9-ylmethyl esterHCID 86615553—
CatalystIronHCID 23925—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product{4-[2-Amino-4-(5-tert-butyl-thiazol-2-ylcarbamoyl)-phenylsulfanyl]-phenyl}-carbamic acid 9H-fluoren-9-ylmethyl esterHCID 8661555490.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

The product of Example 161C (336 mg, 0.516 mmol), ammonium chloride (181 mg, 3.382 mmol), and iron powder (177 mg, 3.175 mmol) in a mixture of water (3 mL), ethanol (6 mL) and tetrahydrofuran (6 mL) was heated at 90° C. under a nitrogen atmosphere for 1 hour. The reaction was cooled to room temperature, diluted with ethyl acetate (100 mL), and washed with water (3×50 mL) and brine (50 mL). The organic was dried over anhydrous sodium sulfate, filtered, and concentrated by rotary evaporation in vacuo to give the product as a light yellow solid (290 mg, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910595B2
Source datasetuspto-grants-2011_03
ORD IDord-c2dd8d8c9df84f868f9f4a9e4a0c7ae2
Source noteuspto-grants-2011_03