Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378557Generated: November 1, 2026

Toluene → HCID 22558978, compound

https://huagongshe.com/reaction/2378557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantUreaHCID 1176—
ReactantSodium NitriteHCID 23668193—
ReactantHCID 68742716HCID 68742716—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
ProductHCID 22558978HCID 2255897852.4%

Reaction Steps

A solution of Intermediate 72 (760 mg) in acetic acid (4 ml) was added with an aqueous solution (0.7 ml) of sodium nitrite (156 mg) under ice cooling, and stirred for 30 minutes. This reaction mixture was added with urea (350 mg), warmed to room temperature, stirred for 30 minutes, then added with toluene (8 ml) and water (4 ml), and further stirred for 60 hours. The reaction mixture was extracted with toluene (50 ml×2). The organic layer was washed successively with saturated aqueous sodium hydrogencarbonate, and saturated brine and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (Quad, hexane:ethyl acetate=6:1) to obtain the title compound (Compound No. V-57, 411 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470807B2
Source datasetuspto-grants-2008_12
ORD IDord-bcdb3ed9c688410381e14a4e002c314f
Source noteuspto-grants-2008_12