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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1797507Generated: November 1, 2026

Thionyl Chloride → HCID 22176328, compound

https://huagongshe.com/reaction/1797507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 22175992HCID 22175992—
SolventTolueneHCID 1140—
ProductHCID 22176328HCID 2217632895.7%

Reaction Steps

To a solution of 6-bromo-4-butoxy-2-cyclopropylmethyl-3-hydroxymethyl-1(2H)-isoquinolinone (5.70 g, 15 mmol) in toluene (50 mL) was added thionyl chloride (2.2 mL, 30 mmol). The obtained mixture was refluxed under heating for 2 h. The reaction mixture was poured into saturated aqueous sodium hydrogencarbonate solution, and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 6-bromo-4-butoxy-3-chloromethyl-2-cyclopropylmethyl-1(2H)-isoquinolinone (5.72 g, 95.7%) as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07034039B2
Source datasetuspto-grants-2006_04
ORD IDord-62f09ccf26354d0c84059325c09c3b57
Source noteuspto-grants-2006_04