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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055000Generated: November 2, 2026

Water → HCID 90017776, compound

https://huagongshe.com/reaction/1055000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethyl DisulfideHCID 12232—
Reactant3-Bromo-5-chloro-6-methylpyridin-2-amineHCID 17609439—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 90017776HCID 9001777662%

Reaction Steps

3-Bromo-5-chloro-6-methylpyridin-2-amine (300 mg, 1.35 mmol, Eq: 1.00) was dissolved in tetrahydrofuran (5 ml). 1.6M n-BuLi in hexanes (3.39 ml, 5.42 mmol, Eq: 4) was added at −78° C. The mixture was stirred for 10 min. 1,2-Dimethyldisulfane (510 mg, 481 μl, 5.42 mmol, Eq: 4) was added and mixture allowed to warm to room temperature. The mixture was stirred for 30 min. Water was added and the mixture was extracted with dichloromethane. The combined organic layers were dried over sodium sulfate and concentrated to an oil. The product (158 mg, 61.8%) was obtained as a light yellow solid by chromatography (SiO2, ethyl acetate/n-heptane). MS: m/z=230.1 (M+acetonitrile+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394311B2
Source datasetuspto-grants-2016_07
ORD IDord-9025c5217ce34ff78d28645e4c258211
Source noteuspto-grants-2016_07