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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809922Generated: October 31, 2026

Chlorosuccinimide → HCID 85444714, compound

https://huagongshe.com/reaction/1809922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantN-{[3-(Trifluoromethyl)phenyl]methylidene}hydroxylamineHCID 2777383—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 85444714HCID 8544471490%

Reaction Conditions

Temperature45 °C

Reaction Steps

To a dried flask containing 3-(trifluoromethyl)benzaldehyde oxime (1.89 g, 10 mol) in methylene chloride (100 mL) was added N-chlorosuccinimide (1.40 g, 10.5 mmol) slowly at 0° C. The reaction mixture was warmed to 45° C. for 2 h, poured over ice, diluted with H2O (20 mL), and extracted with EtOAc (100 mL). The organic phase was washed with H2O (2×25 mL) and saline solution (25 mL), dried over sodium sulfate, concentrated in vacuo to give N-hydroxy-3-(trifluoromethyl)benzenecarboximidoyl chloride (2 g, 90%). LCMS: 224.4 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362003B2
Source datasetuspto-grants-2013_01
ORD IDord-4705943b553d4edf96deec4c3fee2c5c
Source noteuspto-grants-2013_01