Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576977Generated: October 30, 2026

Water → 2-[(2-chloro-6-hydroxyphenyl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-one

https://huagongshe.com/reaction/576977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium SulfateHCID 24436—
ReactantBoron tribromideHCID 25134—
ReactantHCID 178490246HCID 178490246—
SolventDichloromethaneHCID 6344—
Product2-[(2-chloro-6-hydroxyphenyl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-oneHCID 17842951295%

Reaction Steps

In a 250 mL round bottom flask, 2-{[(2-chloro-6-methoxyphenyl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (200 mg, 0.67 mmol) was dissolved in DCM (10 mL). BBr3 (1.42 mL, 1.42 mmol) was added dropwise. The resulting mixture was stirred at room temperature overnight. Water (5 mL) was added, followed by Na2SO4 (20 g) and DCM (100 mL) after 5 minutes. The solution was filtered and evaporated. The crude product was purified by column chromatography to provide the title compound as a white solid (180 mg, 95% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.06 (s, 3H), 4.48 (s, 2H), 6.02 (br, 1H), 6.83 (d, 1H), 6.93 (d, 1H), 7.15 (t, 1H), 10.44 (br, 1H); M+ 283.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040538B2
Source datasetuspto-grants-2015_05
ORD IDord-8d9c54eac36a44e6ba5efa76362b5597
Source noteuspto-grants-2015_05