Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1584666Generated: November 3, 2026

Pyridine → HCID 54189901, compound

https://huagongshe.com/reaction/1584666

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant4-Nitrobenzoyl chlorideHCID 8502—
ReactantEthyl acetate hexaneHCID 21226206—
ReactantHCID 53965189HCID 53965189—
SolventDichloromethaneHCID 6344—
ProductHCID 54189901HCID 5418990194.2%

Reaction Conditions

Temperature5 °C

Reaction Steps

(S)-(+)-4-phenyl-1-(indoline-5-sulfonyl)-4,5-dihydro-2-imidazolone (0.72 g, 2.09 mmol) prepared in Preparation 8 was dissolved in 20 ml of dichloromethane. Then, pyridine (186 μl, 2.23 mmol) and 4-nitrobenzoyl chloride (413 mg, 2.23 mmol) were added thereto at 0° C. under nitrogen atmosphere one after another. The reaction mixture was stirred at 5° C. for 2 hours and further stirred at room temperature for 3 hours. Then, the reaction mixture was diluted with 20 ml of dichloromethane, washed with water, dried over anhydrous magnesium sulfate, concentrated and finally purified by silica gel column chromatography (eluent:ethylacetate/hexane=2/1, v/v) to afford 0.97 g (Yield: 93%) of (S)-(+)-4-phenyl-1-[N-(4-nitrobenzoyl)-indoline-5-sulfonyl]-4,5-dihydro-2-imidazolone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05932742
Source datasetuspto-grants-1999_08
ORD IDord-e41f581265c84e779c45052ae40daa77
Source noteuspto-grants-1999_08