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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 261311Generated: November 2, 2026

N-chloro-N-methyl-p-toluenesulfonamide → Methyl 3-methyl-2-(2-chlorosulfinyl-4-oxo-3-phthalimido-1-azetidinyl)-3-butenoate

https://huagongshe.com/reaction/261311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-chloro-N-methyl-p-toluenesulfonamideHCID 13017215—
ReactantMethyl 6-phthalimido-2,2-dimethylpenam-3-carboxylate-1-oxideHCID 70610153—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 3-methyl-2-(2-chlorosulfinyl-4-oxo-3-phthalimido-1-azetidinyl)-3-butenoateHCID 20394803—

Reaction Steps

To 300 ml of carbon tetrachloride were added 3.7 g. (10 mmole) of methyl 6-phthalimido-2,2-dimethylpenam-3-carboxylate-1-oxide and 2.2 g. (10 mmol.) of N-chloro-N-methyl-p-toluenesulfonamide. The mixture was heated at reflux for 90 minutes. The reaction mixture then was cooled to room temperature, washed with water and brine, dried over magnesium sulfate, and divided into two equal portions.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04165315
Source datasetuspto-grants-1979_08
ORD IDord-ab9a9c609740483d8cd680f746de75e8
Source noteuspto-grants-1979_08