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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2379851Generated: November 2, 2026

Triethylamine → 2-(Diaminomethyleneamino)-4-[6-(3-methylureido)methylpyridin-2-yl]thiazole

https://huagongshe.com/reaction/2379851

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl IsocyanateHCID 12228—
Reactant4-(6-Aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole trihydrochlorideHCID 18953837—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2-(Diaminomethyleneamino)-4-[6-(3-methylureido)methylpyridin-2-yl]thiazoleHCID 10470355—

Reaction Steps

Methyl isocyanate (0.24 ml) was added to a mixture of 4-(6-aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole trihydrochloride (1.2 g) and triethylamine (1.4 ml) in a solution of tetrahydrofuran (18 ml) and methanol (6 ml) and the mixture was stirred at ambient temperature for 1 hour. To the mixture was added a mixture of ethyl acetate and water, and the mixture was adjusted to pH 9.5 with 20% aqueous potassium carbonate. The separated organic layer was dried over magnesium sulfate and evaporated to give 2-(diaminomethyleneamino)-4-[6-(3-methylureido)methylpyridin-2-yl]thiazole (0.92 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05364871
Source datasetuspto-grants-1994_11
ORD IDord-4e7549eb4a814a8bb9383063b162b998
Source noteuspto-grants-1994_11