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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2103135Generated: October 30, 2026

Morpholine → HCID 22475072, compound

https://huagongshe.com/reaction/2103135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant6-Chloro-1,3-benzodioxole-5-carboxylic acidHCID 13454165—
ReactantHCID 178418300HCID 178418300—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductHCID 22475072HCID 2247507280.5%

Reaction Steps

To a mixture of 6-chloro-1,3-benzodioxole-5-carboxylic acid (0.49 g,2.44 mmol) and hydroxybenzotriazole (66 mg, 0.49 mmol) in acetonitrile (20 mL) were added morpholine (0.53 mL, 6.1 mmol) and N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.52 g, 2.7 mmol). The orange solution was stirred 72 h at room temperature, diluted with ethyl acetate and poured into water. The phases were separated and the aqueous phase extracted with ethyl acetate. The combined organic phases were washed with brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel to afford the title compound as white solid (0.53 g, 80%), mp 155° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576088B2
Source datasetuspto-grants-2009_08
ORD IDord-a1688da3b881448cb6308e07b8c76e4b
Source noteuspto-grants-2009_08