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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1370545Generated: October 30, 2026

Syringic Acid → HCID 18510866, compound

https://huagongshe.com/reaction/1370545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSyringic AcidHCID 10742—
ReactantAmmonium ChlorideHCID 25517—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
ReactantHCID 22180413HCID 22180413—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 18510866HCID 1851086687.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of syringic acid (20 mg) in dry DMF (2 ml) was cooled to 0° C. 1-Ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (WSCI) and 1-hydroxybenztriazole hydrate (HOBt) were added thereto in that order. The mixture was stirred at 0° C. for one hr. The compound (30 mg) obtained in step (e) of Example 1 and triethylamine were added thereto in that order. The mixture was stirred at 0° C. for one hr, and then stirred at room temperature overnight. A saturated aqueous ammonium chloride solution(5 ml) was added thereto, followed by separation with ethyl acetate and water. The ethyl acetate layer was washed with an aqueous sodium chloride solution, dried over magnesium sulfate, and then concentrated under the reduced pressure. The residue was purified by chromatography on silica gel (chloroform:methanol=20:1) to give 42 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06583144B2
Source datasetuspto-grants-2003_06
ORD IDord-bbe6e7d44a194c888a6d893446094ab4
Source noteuspto-grants-2003_06