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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1588517Generated: October 26, 2026

Ethanol, 2-amino-, 1-nitrate, nitrate (1:1) → N-cyano-N'-(2-nitroxyethyl)-3-pyridinecarboximidamide

https://huagongshe.com/reaction/1588517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 78397—
Reactant3-Pyridinecarboximidic acid, N-cyano-, 1-methylethyl esterHCID 10081201—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
ProductN-cyano-N'-(2-nitroxyethyl)-3-pyridinecarboximidamideHCID 12395880.8%

Reaction Steps

Isopropyl N-cyano-3-pyridinecarboximidate (0.50 g, 2.6 mmol) was dissolved in methanol (10 ml), and 2-nitroxyethylamine nitrate (0.49 g, 2.9 mmol) and sodium methoxide (0.16 g, 2 9 mmol) were added. The mixture was stirred at room temperature for 10 minutes. After the reaction was completed, the reaction solution was concentrated under reduced pressure, and the residue was extracted with dichloromethane (50 ml×3). The dichloromethane layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrated residue was crystallized from dichloromethane-diethyl ether to give the title compound (0.48 g, 2.1 mmol, yield: 79%) as colorless needles.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05223508
Source datasetuspto-grants-1993_06
ORD IDord-4701d9145261472f8d543c94990d622f
Source noteuspto-grants-1993_06