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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367177Generated: November 2, 2026

Ethyl Acetate → 4-Chloro-6-methylsulfanylpyrimidin-2-amine

https://huagongshe.com/reaction/2367177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
ReactantSodium methanethiolateHCID 4378561—
SolventEthanolHCID 702—
Product4-Chloro-6-methylsulfanylpyrimidin-2-amineHCID 23762684.9%

Reaction Steps

To 4,6-dichloro-2-pyrimidinamine (1.0 g, 6.1 mmol) in EtOH (15 ml) was added sodium thiomethoxide (0.43 g, 6.10 mmol) and the reaction mixture was stirred for 1 hour at room temperature. The mixture was poured onto water and EtOAc. The organic layer was separated and the aqueous layer was further extracted with EtOAc. The combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated to afford the crude title compound (910 mg) as a yellow solid. LC-MS (ES) m/z=176 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697685B2
Source datasetuspto-grants-2014_04
ORD IDord-62111cd67a7a44b896df858ff7190ae8
Source noteuspto-grants-2014_04