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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82885Generated: October 29, 2026

Ethanol → N-{2-[(2-Amino-3-benzyl-2,3-dihydro-1H-inden-5-yl)oxy]ethyl}-1-methyl-imidazole-4-sulfonamide hydrochloride

https://huagongshe.com/reaction/82885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium HydroxideHCID 14797—
ReactantEther hydrochlorideHCID 10953452—
Reactantethyl 1-benzyl-6-(2-(1-methyl-1H-imidazole-4-sulfonamido)ethoxy)-2,3-dihydro-1H-inden-2-ylcarbamateHCID 56837048—
SolventSodium chloride; waterHCID 57417360—
ProductN-{2-[(2-Amino-3-benzyl-2,3-dihydro-1H-inden-5-yl)oxy]ethyl}-1-methyl-imidazole-4-sulfonamide hydrochlorideHCID 66740697—

Reaction Conditions

Temperature90 °C

Reaction Steps

To ethyl 1-benzyl-6-(2-(1-methyl-1H-imidazole-4-sulfonamido)ethoxy)-2,3-dihydro-1H-inden-2-ylcarbamate (33 mg, 0.066 mmol; see example 195) was added 2N potassium hydroxide in ethanol (4 mL, 8.00 mmol) and stirred at 90° C. for 1 h. 50% brine was added and extracted twice with dichloromethane. The combined organic layers were washed with brine, dried, filtered and evaporated to obtain a clear oil m=27.3 mg. Added 2N hydrochloric acid/diethyl ether and stirred at room temperature for 2 h, filtered, washed with diethyl ether and dried to obtain the desired product as a white solid. m=8.6 mg (28%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846743B2
Source datasetuspto-grants-2014_09
ORD IDord-9b5b64cafbef40779dfaac1a300be657
Source noteuspto-grants-2014_09