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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475260Generated: October 25, 2026

Chlorosuccinimide → (Z)-N-hydroxy-4-(trifluoromethoxy)benzimidoyl chloride

https://huagongshe.com/reaction/1475260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactantp-Trifluoromethoxybenzaldehyde oximeHCID 2777199—
SolventDimethylformamideHCID 6228—
Product(Z)-N-hydroxy-4-(trifluoromethoxy)benzimidoyl chlorideHCID 12096320—

Reaction Steps

To a solution of 4-(trifluoromethoxy)benzaldehyde oxime (9.5 g, 46 mmol) in DMF (80 ml) was added N-chlorosuccinimide (8.0 g, 60 mmol) and the resulting mixture was stirred at RT for 5 h. The volatiles were removed under reduced pressure and the residue was dissolved in EtOAc, and washed with H2O, brine. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The solid residue was used without further purification for the following step. 1H NMR (500 MHz, CDCl3) δ 7.78 (d, J=7.2 Hz, 2H), 7.13 (d, J=6.8 Hz, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018380B2
Source datasetuspto-grants-2015_04
ORD IDord-99c499aaafe343a1b83f74cf70c68bc8
Source noteuspto-grants-2015_04