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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 434643Generated: October 26, 2026

Sodium Carbonate → 5-Chloro-1-(3-thienylmethyl)pyrimidin-2-one

https://huagongshe.com/reaction/434643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-(Bromomethyl)thiopheneHCID 520703—
Reactant5-Chloropyrimidin-2-ol hydrochlorideHCID 12648523—
CatalystBenzyltrimethylammonium chlorideHCID 5963—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Chloro-1-(3-thienylmethyl)pyrimidin-2-oneHCID 2049175934.2%

Reaction Steps

A mixture of 5-chloropyrimidin-2-one hydrochloride (502 mg), 3-bromomethylthiophene (1.069 g), anhydrous sodium carbonate (955 mg) and benzyltrimethylammonium chloride (12 mg) in dry N,N-dimethylformamide (15 ml) was stirred at room temperature. After 22 h the reaction mixture was diluted with water (120 ml) and the resulting precipitate was collected, washed with water and dried to give a pale yellow solid (233 mg). The solid was crystallised from ethanol to give white crystals of the title thiophene (184 mg), m.p. 194°-195° C., λmax 229 nm (ε 14,410), 233 nm (ε 3,080), λinf 246 nm (ε 5,210).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04399140
Source datasetuspto-grants-1983_08
ORD IDord-2b8a98689de64f6a9cfeb696e26be292
Source noteuspto-grants-1983_08