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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 374188Generated: October 25, 2026

Triethylamine → N-cyano-N'-(2-nitroxyethyl)-2-furancarboximidamide

https://huagongshe.com/reaction/374188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 78397—
Reactant2-Furancarboximidic acid, N-cyano-, methyl esterHCID 10396982—
SolventMethanolHCID 887—
ProductN-cyano-N'-(2-nitroxyethyl)-2-furancarboximidamideHCID 1010500945%

Reaction Steps

Methyl N-cyano-2 furancarboximidate (0.32 g, 2.09 mmol) was dissolved in methanol (3 ml), 2-nitroxyethylamine nitrate (0.37 g, 2.19 mmol) and triethylamine (0.22 g, 2.19 mmol) were added. The mixture was stirred at room temperature for 16 hours. After the reaction was completed, the reaction solution was concentrated under reduced pressure, and the residue thus obtained was subjected to chromatography on a silica gel column (WAKO GEL C-200, 25 g) eluting with dichloromethane. The eluted fractions were concentrated under reduced pressure and crystallized from dichloromethane to give the title compound (0.20 g, 0.89 mmol, yield: 45%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05166347
Source datasetuspto-grants-1992_11
ORD IDord-51ea2438329247a5961018fa8602c387
Source noteuspto-grants-1992_11