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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 11286Generated: October 25, 2026

Dipropylamine → Ethyl {[2-(cyclohexylamino)-3-pyridyl]imino}(diethylamino)methylcarbamate

https://huagongshe.com/reaction/11286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDipropylamineHCID 8902—
ReactantEthyl isothiocyanatoformateHCID 85320—
Reactant2-N-cyclohexylpyridine-2,3-diamineHCID 10987083—
SolventDimethylformamideHCID 6228—
ProductEthyl {[2-(cyclohexylamino)-3-pyridyl]imino}(diethylamino)methylcarbamateHCID 136335149—

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 0.02 mol (3.82 g) of 3-amino-2-cyclohexylaminopyridine from Preparation 1 and 0.02 mol of ethoxycarbonyl isothiocyanate is stirred in 50 ml of DMF at ambient temperature for 3 hours. The solution is then cooled to 0° C., and 0.05 mol of dipropylamine and then 0.02 mol of mercuric chloride are added in succession. After 15 minutes, the ice bath is removed and the solution is stirred at ambient temperature for 4 hours. After diluting the solution with 100 ml of ethyl acetate, filtration is carried out over Celite and the solvents are evaporated off under reduced pressure. The resulting crude product is then recrystallised from acetonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07098220B2
Source datasetuspto-grants-2006_08
ORD IDord-b54805a8be0d4495a08ee3d78f19e951
Source noteuspto-grants-2006_08