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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093015Generated: October 31, 2026

Thionyl Chloride → HCID 131730570, compound

https://huagongshe.com/reaction/2093015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(1R)-trans-3-[(1EZ)-2-cyano-2-(ethylthio)ethenyl]-2,2-dimethylcyclopropanecarboxylic acidHCID 67395528—
CatalystDimethylformamideHCID 6228—
SolventTolueneHCID 1140—
ProductHCID 131730570HCID 13173057098.9%

Reaction Conditions

Temperature65 °C

Reaction Steps

To methyl=(1R)-trans-3-[(1EZ)-2-cyano-2-(ethylthio)ethenyl]-2,2-dimethylcyclopropanecarboxylic acid (8.98 g, 39.9 mmol), toluene (25 mL) was added and then thionyl chloride (5.0 g, 42.0 mmol) was added. Furthermore, N,N-dimethylformamide (50 mg) was added, followed by stirring at an inner temperature of 60 to 70° C. for 4 hours. The reaction mixture was concentrated under reduced pressure to obtain 9.62 g of (1R)-trans-3-[(1EZ)-2-cyano-2-(ethylthio)ethenyl]-2,2-dimethylcyclopropanecarboxylic acid chloride represented by the following formula:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440853B2
Source datasetuspto-grants-2013_05
ORD IDord-ac61f6c1623d485a9c19eaf7c693fd7c
Source noteuspto-grants-2013_05