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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1800701Generated: October 30, 2026

Sodium Cyanate → HCID 57386575, compound

https://huagongshe.com/reaction/1800701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanateHCID 517096—
ReactantBenzoic acid, 3-(bromomethyl)-2-chloro-, methyl esterHCID 57386060—
SolventDimethylformamideHCID 6228—
SolventEthyl acetate hexaneHCID 21226206—
ProductHCID 57386575HCID 5738657579%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of methyl 3-(bromomethyl)-2-chlorobenzoate (748 mg, 2.84 mmol) in N,N-dimethylformamide (7 mL) was added sodium cyanate (412 mg, 8.41 mmol), and the mixture was stirred at 80° C. for 1 hr. The reaction mixture was diluted with a mixed solvent of ethyl acetate/hexane (1:1). The solution was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane=2/98→20/80), and the fractions containing the object product were concentrated under reduced pressure. The obtained residue was recrystallized from ethyl acetate and hexane to give the title compound (470 mg, 79%) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344135B2
Source datasetuspto-grants-2013_01
ORD IDord-a444a9df014f4168a7ff89fa522b8952
Source noteuspto-grants-2013_01