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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1679568Generated: October 30, 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/1679568

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 numberUS04081440
Source datasetuspto-grants-1978_03
ORD IDord-29f56c30db204ce89d77a4040920ebfb
Source noteuspto-grants-1978_03