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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37840Generated: October 29, 2026

Pyridine → HCID 66850960, compound

https://huagongshe.com/reaction/37840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantN-(2-aminoethyl)-N-(4-nitrophenyl)amineHCID 236318—
Reactant2-Trifluoromethanesulfonyloxy-4,6-dimethylpyridineHCID 57668797—
SolventDiglymeHCID 8150—
ProductHCID 66850960HCID 6685096055%

Reaction Conditions

Temperature165 °C

Reaction Steps

To a solution of trifluoro-methanesulfonic acid 4,6-dimethyl-pyridin-2-yl ester (prepared according to J. Org. Chem., 63, 10048-51, 1998), using pyridine as base. 0.6 g, 2.35 mmol) in diglyme (2 mL) was added N*1*-(4-nitro-phenyl)-ethane-1,2-diamine (0.51 g, 2.82 mmol). The reaction mixture was heated to 165° C. for 24 h. The resulting reaction mixture was concentrated under reduced pressure and the residue diluted with chloroform. The organic layer was washed with brine and water and dried over sodium sulfate. The solvent was evaporated and the crude residue was purified by column chromatography (60-120 mesh) using 20% ethyl acetate/petroleum ether as eluent to afford N-(4,6-dimethyl-pyridin-2-yl)-N′-(4-nitro-phenyl)-ethane-1,2-diamine (0.38 g, 55%) as a cream solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524705B2
Source datasetuspto-grants-2013_09
ORD IDord-49b7de1260744140b91394a6f3c7317b
Source noteuspto-grants-2013_09