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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727379Generated: November 3, 2026

Ethyl isocyanate → N-Ethyl-N'-{4-[2-ethyl-4-(3-methylphenyl)-1,3-thiazol-5-yl]pyridin-2-yl}urea

https://huagongshe.com/reaction/1727379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl isocyanateHCID 8022—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[2-ethyl-4-(3-methylphenyl)-1,3-thiazol-5-yl]pyridin-2-amineHCID 9857349—
SolventDimethylacetamideHCID 31374—
ProductN-Ethyl-N'-{4-[2-ethyl-4-(3-methylphenyl)-1,3-thiazol-5-yl]pyridin-2-yl}ureaHCID 5343768947%

Reaction Conditions

Temperature80 °C

Reaction Steps

To A solution of 4-[2-ethyl-4-(3-methylphenyl)-1,3-thiazol-5-yl]-2-pyridylamine (0.50 g, 1.7 mmol) in N,N-dimethylacetamide (10 mL) was added ethyl isocyanate (0.20 mL, 2.5 mmol) and the reaction mixture was stirred at 80° C. for 20 hours. The reaction mixture was poured into aqueous sodium hydrogen carbonate and extracted with ethyl acetate. The extracts were washed with aqueous sodium hydrogen carbonate solution and brine. The resulting solution was dried, and concentrated under reduced pressure. The obtained crude crystal was recrystallized from ethyl acetate-hexane to give a title compound (0.29 g, yield 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495018B2
Source datasetuspto-grants-2009_02
ORD IDord-76d33b44456c4b958add8966e1ac0a71
Source noteuspto-grants-2009_02