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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73855Generated: October 27, 2026

1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 2-(2-Benzothienyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one

https://huagongshe.com/reaction/73855

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-[(2-Benzothienylcarbonyl)amino]cyclohexanecarboxylic acidHCID 43242040—
SolventDichloromethaneHCID 6344—
Product2-(2-Benzothienyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-oneHCID 5767285476.7%

Reaction Steps

4.1 g (21 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride was added to a solution of 5 g (16 mmol) of 1-[(2-benzothienylcarbonyl)amino]cyclohexanecarboxylic acid in 50 ml of methylene chloride. After the mixture was stirred at room temperature for 4 hours, the reaction solution was concentrated under reduced pressure, ethyl acetate was added thereto, and the mixture was successively washed with water, a 10% aqueous potassium hydrogensulfate solution, a saturated aqueous sodium hydrogencarbonate solution and saturated brine. The organic layer was dried with anhydrous sodium sulfate and the solvent was distilled off under reduced pressure to obtain 3.5 g (75%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829209B2
Source datasetuspto-grants-2014_09
ORD IDord-48bf78085dae40148953adac9135e237
Source noteuspto-grants-2014_09