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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774830Generated: November 2, 2026

Thionyl Chloride → HCID 86679182, compound

https://huagongshe.com/reaction/1774830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86679181HCID 86679181—
SolventDichloromethaneHCID 6344—
ProductHCID 86679182HCID 8667918294.7%

Reaction Conditions

Temperature3.5 °C

Reaction Steps

At 0° C., 6-(5-hydroxymethyl-pyridin-3-yl)-1-methyl-3,4-dihydro-1H-quinolin-2-one (190 mg, 0.7 mmol) in DCM (15 mL) was treated slowly with thionyl chloride (0.32 mL, 4.0 mmol). After the addition, the reaction mixture was allowed to stir at 2-5° C. for 2 hours before it was poured into satd. aq. NaHCO3 solution (50 mL). After extraction with EtOAc, the organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give title compound (190 mg, 93.5%) as yellow oil. MS: 287.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260408B2
Source datasetuspto-grants-2016_02
ORD IDord-994f3bceae744ab88ced6d8571501f12
Source noteuspto-grants-2016_02