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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 261309Generated: October 25, 2026

1,1,2-Trichloroethane → p-Nitrobenzyl 3-Methyl-2-(2-chlorosulfinyl-4-oxo-3-formamido-1-azetidinyl)-3-butenoate

https://huagongshe.com/reaction/261309

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1,2-TrichloroethaneHCID 6574—
ReactantChlorosuccinimideHCID 31398—
Reactantp-Nitrobenzyl 6beta-formamido-2,2-dimethylpenam-3-carboxylate-1-oxideHCID 86735569—
Productp-Nitrobenzyl 3-Methyl-2-(2-chlorosulfinyl-4-oxo-3-formamido-1-azetidinyl)-3-butenoateHCID 20349500—

Reaction Steps

A solution of 1.43 g. of p-nitrobenzyl 6β-formamido-2,2-dimethylpenam-3-carboxylate-1-oxide and 500 mg. of N-chlorosuccinimide in 40 ml. of dry 1,1,2-trichlorethane was refluxed for 90 minutes. The mixture was cooled, washed with water and brine, dried over MgSO4, and the solvent was evaporated. The nmr spectrum indicates conversion to the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04165315
Source datasetuspto-grants-1979_08
ORD IDord-7469e65a2f0643afa14c6488b4136a31
Source noteuspto-grants-1979_08