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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 846018Generated: October 26, 2026

1-Methylimidazole → 3-{2-Chloro-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoyl}amino-2-oxazolidinone

https://huagongshe.com/reaction/846018

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylimidazoleHCID 1390—
Reactant2,4,6-Tris(1-methylethyl)benzenesulfonyl chlorideHCID 81042—
ReactantN-amino-1,3-oxazolidin-2-one sulphateHCID 12228384—
Reactant2-Chloro-6-((4,6-dimethoxypyrimidin-2-yl)oxy)benzoic acidHCID 15611944—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Product3-{2-Chloro-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoyl}amino-2-oxazolidinoneHCID 19884433—

Reaction Steps

1.24 Grams of 2-chloro-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoic acid was dissolved in 20 ml of N,N-dimethylformamide. To the solution were added 1.20 g of 3-amino-2-oxazolidinone sulfate, 0.67 g of triethylamine, 1.82 g of 2,4,6-triisopropylbenzenesulfonyl chloride and 0.98 g of 1-methylimidazole. The resulting solution was stirred at room temperature for 3 hours. The reaction solution was poured into water and extracted with ethyl acetate. The organic layer separated therefrom was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed from the dried layer under reduced pressure to obtain a residue. Purifying the residue with thin layer chromatography (silica gel, chloroform/methanol: 9/1 by volume) gave 0.2 g of 3-{2-chloro-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoyl}amino-2-oxazolidinone (present compound (172)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05135563
Source datasetuspto-grants-1992_08
ORD IDord-07a37fbf9f714142ae2458cbbf31f6ff
Source noteuspto-grants-1992_08