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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668344Generated: November 2, 2026

Water → HCID 67357718, compound

https://huagongshe.com/reaction/1668344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-[[(5-Bromo-2,4-difluorophenyl)imino]methyl]phenolHCID 136348804—
Catalyst18-Crown-6HCID 28557—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 67357718HCID 67357718115.6%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of 2-[[(5-bromo-2,4-difluorophenyl)imino]methyl]phenol (14.5 g, 46.5 mmol) in DMSO (0.43 L), K2CO3 (12.8 g, 71.8 mmol) and 18-Crown-6 (145 mg, 0.55 mmol) were added. The resulting mixture was stirred at 140° C. for 2.5 h and then allowed to cool to ambient temperature. Water (0.6 L) was added and the product was collected by filtration, washed with water and dried under reduced pressure to yield the title compound (15.7 g, 100%) which was used without further purification. 1H-NMR (400 MHz, CDCl3) 6.93-6.96 (d, J=8.2, 1H), 7.10-7.14 (d, J=8.2, 1H), 7.23-7.28 (m, 1H), 7.34-7.37 (m, 1H), 7.46-7.51 (m, 1H), 7.55-7.57 (d, J=7.8, 1H), 8.47 (s, 1H). (m/z)=292+294 (M+H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989442B2
Source datasetuspto-grants-2011_08
ORD IDord-a770803e2c194076a05573e0ea5013ee
Source noteuspto-grants-2011_08