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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1950776Generated: October 30, 2026

Hydrochloric Acid → HCID 66984909, compound

https://huagongshe.com/reaction/1950776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3,5-DimethoxyanilineHCID 66301—
ReactantEthyl 4-chloro-6-methyl-2-(methylsulfanyl)pyrimidine-5-carboxylateHCID 22225416—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
ProductHCID 66984909HCID 6698490972.4%

Reaction Steps

A 200 mL RB flask was charged with ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate (2.76 g, 11.1 mmol) in 40 mL acetonitrile. To the solution was added 3,5-dimethoxy aniline (1.784 g, 11.4 mmol), and conc. HCl solution (494 uL, 5.6 mmol), the reaction mixture was stirred at 60˜70° C. for 2 hours. The mixture was diluted with ethyl acetate and saturated aqueous NaHCO3 solution. It was stirred for an additional 5 minutes. The separated organic layer was dried over MgSO4, and condensed under reduced pressure yielding the residue. The residue was recrystallized from acetonitrile, dried under reduced pressure providing pale yellow solids (2.92 g, 72%). MS m/z: 364.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404677B2
Source datasetuspto-grants-2013_03
ORD IDord-aa5ec20b622c4f8298cd02e34237f04f
Source noteuspto-grants-2013_03