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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1679565Generated: October 25, 2026

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

https://huagongshe.com/reaction/1679565

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1,2-TrichloroethaneHCID 6574—
ReactantChlorosuccinimideHCID 31398—
Reactantp-Nitrobenzyl 6beta-phenoxyacetamido-2,2-dimethylpenam-3-carboxylate-1-oxideHCID 12912421—
Productp-Nitrobenzyl 3-Methyl-2-(2-chlorosulfinyl-4-oxo-3-phenoxyacetamido-1-azetidinyl)-3-butenoateHCID 9936995—

Reaction Steps

A solution of 500 mg. (1 mmol.) of p-nitrobenzyl 6β-phenoxyacetamido-2,2-dimethylpenam-3-carboxylate-1-oxide and 134 mg. (1 mmol.) of N-chlorosuccinimide in 40 ml. of well dried 1,1,2-trichloroethane was refluxed for 90 minutes. The mixture was cooled, washed with water and brine, dried, and the solvent evaporated in vacuo. According to the nmr spectrum the title compound was obtained in nearly quantitative yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04081440
Source datasetuspto-grants-1978_03
ORD IDord-022925e3bcbe48b5a9c8afffa9f207e2
Source noteuspto-grants-1978_03