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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771136Generated: November 3, 2026

2-Amino-2-cyanoacetamide → N-(2-amino-1-cyano-2-oxoethyl)-2,6-dimethylisonicotinamide

https://huagongshe.com/reaction/1771136

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-2-cyanoacetamideHCID 98341—
Reactant2,6-Dimethylpyridine-4-carboxylic acidHCID 4531896—
Reactant4-(Chloromethyl)-2,6-dimethylpyridineHCID 13582814—
SolventPyridineHCID 1049—
SolventThionyl ChlorideHCID 24386—
ProductN-(2-amino-1-cyano-2-oxoethyl)-2,6-dimethylisonicotinamideHCID 7106085343.8%

Reaction Steps

2-amino 2-cyano acetamide (1.4 g, 0.01473 mol, 1 eq) in pyridine (15 ml) is stirred for 1 h at room temperature, to this 2,6-dimethyl isonicotinyl chloride (2.5 g, 0.1473 mol, 1 eq) [prepared by stirring a mixture of 2,6-dimethyl isonicotinic acid (2.5 g, 0.0465 mol, 1 eq) in thionyl chloride (15 ml) at 85° C. for 2 hr, thionyl chloride was removed in vacuum under nitrogen] is added at 0° C. and the reaction mixture is stirred at room temperature for 14 h, after the completion of the reaction pyridine is removed under vacuum and the crude product is purified by column chromatography to afford (1.5 g) of the titled compound;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249114B2
Source datasetuspto-grants-2016_02
ORD IDord-b9ac15e53b9c4b07994a74580fbdbec0
Source noteuspto-grants-2016_02