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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1679566Generated: 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/1679566

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-trichloroethane 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 numberUS04081440
Source datasetuspto-grants-1978_03
ORD IDord-bdb2d98fe60145a39a49d8b8a31dcef7
Source noteuspto-grants-1978_03