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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771137Generated: November 3, 2026

Water → N-(1,3-diamino-1-oxo-3-thioxopropan-2-yl)-2,6-dimethylisonicotinamide

https://huagongshe.com/reaction/1771137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiethylammonium chlorideHCID 10197650—
ReactantN-(2-amino-1-cyano-2-oxoethyl)-2,6-dimethylisonicotinamideHCID 71060853—
ReactantSodium hydrogen sulfide hydrideHCID 86720088—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductN-(1,3-diamino-1-oxo-3-thioxopropan-2-yl)-2,6-dimethylisonicotinamideHCID 8672008764%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of N-(2-amino-1-cyano-2-oxoethyl)-2,6-dimethylisonicotinamide (1.5 g, 0.00646 mol, 1 eq), sodium hydrogen sulfide hydride (1.05 g, 0.00646 mol, 3 eq) in water/1,4-dioxane, diethyl amine hydrochloride (1.0 g, 0.01939 mol, 3 eq) is stirred for 14 h at 60° C. After the completion of the reaction, the reaction mass is allowed to cool, water is added and extracted with ethyl acetate and dried over sodium sulfate. The solvent is evaporated and the crude is recrystallised in diethyl ether to afford 1.0 g of N-(1,3-diamino-1-oxo-3-thioxopropan-2-yl)-2,6-dimethylisonicotinamide; yield: 64%; MS (ESI+): 267;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249114B2
Source datasetuspto-grants-2016_02
ORD IDord-f12e9637590c46fa805d716f0b27060a
Source noteuspto-grants-2016_02