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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483967Generated: October 31, 2026

Ethyl isocyanate → 2-((2-cyano-3-nitrophenoxy)methyl)-N-ethylpiperidine-1-carboxamide

https://huagongshe.com/reaction/1483967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl isocyanateHCID 8022—
ReactantTriethylamineHCID 8471—
Reactant2-Nitro-6-(piperidin-2-ylmethoxy)benzonitrile hydrochlorideHCID 86714298—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product2-((2-cyano-3-nitrophenoxy)methyl)-N-ethylpiperidine-1-carboxamideHCID 8671429787%

Reaction Steps

To a solution of 2-nitro-6-(piperidin-2-ylmethoxy)benzonitrile hydrochloride (Example 26d, 0.5 g, 1.68 mmol) in THF were added triethylamine (0.514 mL, 3.7 mmol) and ethylisocyanate (0.2 mL, 2.52 mmol) and the reaction mixture was stirred at room temperature under nitrogen for 3 hours. The solution was then diluted with water and extracted with EtOAc, the combined organic phases were washed with brine, dried over MgSO4, filtered and evaporated to give 2-((2-cyano-3-nitrophenoxy)methyl)-N-ethylpiperidine-1-carboxamide (0.485 g, 87%) which was used in the next step without further purification. MS 333 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09420814B2
Source datasetuspto-grants-2016_08
ORD IDord-620a24eca2644401ab90b5cbf7130053
Source noteuspto-grants-2016_08