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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 986487Generated: October 26, 2026

Benzenesulfinic acid, sodium salt → Benzyl 2-(3-phenoxyacetamido-4-benzenesulfonylthio-2-azetidinon-1-yl)-3-methyl-3butenoate

https://huagongshe.com/reaction/986487

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfinic acid, sodium saltHCID 2723840—
ReactantBenzenesulfonyl cyanideHCID 10313279—
ReactantBenzyl 2-[3-phenoxyacetamido-4-(6-nitrobenzothiazol-2-yldithio)-2-azetidinon-1-yl]-3-methyl-3-butenoateHCID 20141913—
SolventAcetoneHCID 180—
ProductBenzyl 2-(3-phenoxyacetamido-4-benzenesulfonylthio-2-azetidinon-1-yl)-3-methyl-3butenoateHCID 1317007281%

Reaction Steps

A 362 mg quantity of benzyl 2-[3-phenoxyacetamido-4-(6-nitrobenzothiazol-2-yldithio)-2-azetidinon-1-yl]-3-methyl-3-butenoate and 112 mg of benzenesulfonyl cyanide were dissolved in 3.5 ml of acetone. To the solution was added 3 mg of sodium benzenesulfinate and the mixture was reacted at room temperature for 2 hours. The same subsequent procedure as in Example 5 was followed, producing benzyl 2-(3-phenoxyacetamido-4-benzenesulfonylthio-2-azetidinon-1-yl)-3-methyl-3-butenoate in a yield of 81%. The NMR spectrum data of the compound thus obtained were identical with those of the compound produced in Example 13.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04713452
Source datasetuspto-grants-1987_12
ORD IDord-c67743228c964c2d922fbbd0f4a54061
Source noteuspto-grants-1987_12