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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 436621Generated: October 27, 2026

Ampicillin → HCID 20314220, compound

https://huagongshe.com/reaction/436621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmpicillinHCID 6249—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantTriethylamineHCID 8471—
ReactantHCID 12771232HCID 12771232—
SolventBenzeneHCID 241—
ProductHCID 20314220HCID 20314220—

Reaction Steps

A mixture of N-formyl-imidazolidin-2-one (6.0 parts by weight), benzene (40 parts by volume) and triethylamine (11.8 parts by volume) was boiled under reflux and at the same time a solution of trimethylchlorosilane (8.5 parts by weight) in benzene (20 parts by volume) was added dropwise. Thereafter the mixture was boiled for a further 5 hours and then left to stand overnight at room temperature and the precipitate present was filtered off and washed with benzene. The combined benzene solutions, on standing overnight, formed further amounts of precipitate which were filtered off. A solution of phosgene (15.6 parts by weight) in dichloromethane (30 parts by volume) was then added dropwise to the filtrate and the mixture was subsequently left to stand overnight in a refrigerator. It was then completely evaporated to dryness in a rotary evaporator. The residue, a mass which did not crystallize throughout to give a solid, was used, as it was, for the reaction with ampicillin.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04009272
Source datasetuspto-grants-1977_02
ORD IDord-a9bc83c506e14acb8423100b0a2e699f
Source noteuspto-grants-1977_02