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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 980960Generated: October 30, 2026

2,6-Lutidine → p-Nitrobenzyl 2-chloro-2-(4-methylthio-2-azetidinon-1-yl)acetate

https://huagongshe.com/reaction/980960

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-LutidineHCID 7937—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 20220832HCID 20220832—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Productp-Nitrobenzyl 2-chloro-2-(4-methylthio-2-azetidinon-1-yl)acetateHCID 20220789—

Reaction Conditions

Temperature-20 °C

Reaction Steps

2,6-Lutidine (626 mg) and thionyl chloride (695 mg) were successively added dropwise to a solution of p-nitrobenzyl 2-hydroxy-2-(4-methylthio-2-azetidinon-1-yl)acetate (1.59 g) in tetrahydrofuran (30 ml), whilst stirring at -20° C. The reaction mixture was stirred at -20° to -15° C. for 30 minutes, diluted with ethyl acetate, washed with water (once), neutralized with a dilute aqueous solution of sodium bicarbonate solution and further washed with water.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04639441
Source datasetuspto-grants-1987_01
ORD IDord-5eee7d0274934e50b674416f2652d524
Source noteuspto-grants-1987_01