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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1448575Generated: October 31, 2026

Sodium → 3-[(Acetyloxy)methyl]-7-[[(2-formyl-1-pyrryl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid N-ethoxycarbonyl-N-methylaminomethyl ester

https://huagongshe.com/reaction/1448575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodiumHCID 5360545—
ReactantEthyl N-(chloromethyl)-N-methylcarbamateHCID 15790124—
Reactant3-[(Acetyloxy)methyl]-7-[[(2-formyl-1-pyrryl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHCID 86736106—
SolventDimethylformamideHCID 6228—
Product3-[(Acetyloxy)methyl]-7-[[(2-formyl-1-pyrryl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid N-ethoxycarbonyl-N-methylaminomethyl esterHCID 86736109—

Reaction Steps

The sodium salt of 3-[(acetyloxy)methyl]-7-[[(2-formyl-1-pyrryl)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (2.5 mmole) in 50 ml of dimethylformamide (DMF) is treated at room temperature with 2.5 mmole of N-chloromethyl-N-methylurethane for 1 hour. The mixture is carefully poured into ice water and the precipitated solid is removed by filtration and is then washed with water. The filtered solid is dissolved in ethyl acetate and washed with aqueous sodium bicarbonate and then with water. The organic layer is dried over magnesium sulfate, filtered and evaporated to dryness to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04180660
Source datasetuspto-grants-1979_12
ORD IDord-b915c94ebfc14b64bc8728fac28fb6e2
Source noteuspto-grants-1979_12