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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554362Generated: October 28, 2026

Toluene → HCID 178482595, compound

https://huagongshe.com/reaction/554362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantSodium AzideHCID 33557—
ReactantHCID 66924754HCID 66924754—
SolventEthyl AcetateHCID 8857—
ProductHCID 178482595HCID 17848259516.4%

Reaction Steps

A mixture of tert-butyl ({1-[(3-cyanophenyl)sulfonyl]-5-phenyl-1H-pyrrol-3-yl}methyl)methylcarbamate (0.29 g), sodium azide (70 mg), triethylamine hydrochloride (0.19 g) and toluene (10 ml) was heated under reflux for 7 days. After cooling the reaction mixture, ethyl acetate was added to the mixture, and the mixture was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate-methanol=10:1) to give the title compound as an oil (yield 0.052 g, 16%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048909B2
Source datasetuspto-grants-2011_11
ORD IDord-d22f39fb31c84c5c91d3e7ccd59369bc
Source noteuspto-grants-2011_11