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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906850Generated: October 26, 2026

Water → 4-Chloro-6-ethoxy-2-(methylthio)pyrimidine

https://huagongshe.com/reaction/906850

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4,6-Dichloro-2-(methylthio)pyrimidineHCID 80531—
ReactantSodium ethoxideHCID 2723922—
SolventDimethylformamideHCID 6228—
Product4-Chloro-6-ethoxy-2-(methylthio)pyrimidineHCID 53385553100.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 4,6-dichloro-2-methylsulfanylpyrimidine (500 mg, 2.56 mmol) in anhydrous DMF (6 mL) was added sodium ethoxide (174 mg, 2.56 mmol). The reaction mixture was stirred at 70° C. for overnight. The resulting mixture was poured into 30 mL of water and was extracted with diethyl ether (20 mL×3) three times. The ether layer was separated and dried with anhydrous MgSO4 and concentrated in vacuo to give crude product 4-chloro-6-ethoxy-2-methylsulfanylpyrimidine (525 mg). 1H-NMR (CDCl3): δ 6.39 (s, 1H), 4.43 (q, J=7.1 Hz, 2H), 2.54 (s, 3H), 1.38 (t, J=7.1H, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08013001B2
Source datasetuspto-grants-2011_09
ORD IDord-f069efdd17614bd193813fdbf2fd760e
Source noteuspto-grants-2011_09