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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577119Generated: October 28, 2026

Hexachloroethane → HCID 178429499, compound

https://huagongshe.com/reaction/577119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexachloroethaneHCID 6214—
ReactantButyllithiumHCID 178418339—
ReactantHCID 178429507HCID 178429507—
CatalystMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178429499HCID 17842949987%

Reaction Conditions

Temperature0 °C

Reaction Steps

In a 250 mL round bottom flask, 6-methyl-2-({[1-(propan-2-yl)-1H-imidazol-5-yl]methyl}sulfanyl)pyrimidin-4-ol (260 mg, 1.0 mmol) was dissolved in THF (20 mL) at −78° C. BuLi (0.88 mL, 2.2 mmol) was added dropwise. After 1 hour, hexachloroethane (360 mg, 1.5 mmol) was added. The resulting mixture was stirred at 0° C. for 2 hours. A few drops of methanol were added to quench the reaction. Then, the solvent as removed under vacuum, and the crude was purified by column chromatography to provide the title compound as a white solid (200 mg, 87% yield); 1H NMR (400 MHz, CD3OD): δ 1.45 (d, 6H), 2.20 (s, 3H), 4.46 (s, 2H), 4.62 (m, 1H), 6.02 (bs, 1H), 6.84 (s, 1H); M+ 299.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040538B2
Source datasetuspto-grants-2015_05
ORD IDord-302624126dff4af9abb9ac781d3c7106
Source noteuspto-grants-2015_05