Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1588560Generated: October 27, 2026

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

https://huagongshe.com/reaction/1588560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 78397—
ReactantMethyl N-cyanopyrazinecarboximidateHCID 10057818—
SolventMethanolHCID 887—
ProductN-cyano-N'-(2-nitroxyethyl)pyrazinecarboximidamideHCID 1033165226%

Reaction Steps

Methyl N-cyanopyrazinecarboximidate (0.49 g, 3.0 mmol) was dissolved in methanol (6 ml), 2-nitroxyethylamine nitrate (1.01 g, 6.0 mmol) and triethylamine (1.01 g, 10.0 mmol) were added. The mixture was stirred at room temperature for 46 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, 30 g) eluting with chloroform-methanol (300:1). The eluted fractions were concentrated under reduced pressure and crystallized from diethyl ether to give the title compound (0.18 g, 0.78 mmol, yield: 26%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05223508
Source datasetuspto-grants-1993_06
ORD IDord-a373bd913de74e5d8260629d1e5ce759
Source noteuspto-grants-1993_06