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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172181Generated: October 30, 2026

Dimethylformamide → HCID 70873547, compound

https://huagongshe.com/reaction/2172181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86709367HCID 86709367—
ReactantHCID 178526855HCID 178526855—
SolventWaterHCID 962—
ProductHCID 70873547HCID 7087354747.4%

Reaction Conditions

Temperature95 °C

Reaction Steps

4-{4-[2-Hydroxy-2-methyl-4-(toluene-4-sulfonyloxy)butoxy]phenyl}piperazine-1-carboxylic acid tert-butyl ester (4.69 g, 8.77 mmol), 2-chloro-4-nitro-1H-imidazole (1.55 g, 10.52 mmol), sodium hydrogen carbonate (0.88 g) and dimethylformamide (47 ml) were mixed, and the mixture was stirred at 90 to 100° C. overnight. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution, and dried over magnesium sulfate. After filtering under reduced pressure, the filtrate was concentrated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:0→3:7) to afford the title compound as a yellow amorphous solid (2.12 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051333B2
Source datasetuspto-grants-2015_06
ORD IDord-978cd0bc9e684e958ff5e8b1894a115d
Source noteuspto-grants-2015_06