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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1635897Generated: October 31, 2026

1,2-Dichloroethane → HCID 23557335, compound

https://huagongshe.com/reaction/1635897

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant8-AminoquinolineHCID 11359—
ReactantHCID 23557275HCID 23557275—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23557335HCID 23557335—

Reaction Steps

Diacid 62 (150 mg, 0.609 mmol), 8-aminoquinoline (211 mg, 1.462 mmol), and DMAP (5 mg) were dissolved in THF (6 mL). To this solution was added EDC (350 mg, 1.827 mmol) and the reaction allowed to proceed overnight. The mixture was concentrated under reduced pressure and the product purified by flash chromatography (40% EtOAc/hexanes). Evaporation of the combined product fractions left 63 as a light brown solid (100 mg, 0.201 mmol, 14%). 1H-NMR (400 MHz, DMSO-d6) δ 10.85 (s, 2H), 8.92 (dd, 2H), 8.64 (dd, 2H), 8.40 (dd, 2H), 7.68 (dd, 2H), 7.62 (dd, 2H), 7.57 (t, 2H), 4.35 (t, 1H), 3.98 (q, 2H), 2.24 (t, 2H), 2.00 (m, 2H), 1.51 (m, 2H), 1.37 (m, 4H), 1.12 (t, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06511990B1
Source datasetuspto-grants-2003_01
ORD IDord-78c946ef7a0843e990f8ed719661a305
Source noteuspto-grants-2003_01