Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ampicillin | HCID 6249 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 12771232 | HCID 12771232 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 20314220 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04009272 |
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| Source dataset | uspto-grants-1977_02 |
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| ORD ID | ord-a9bc83c506e14acb8423100b0a2e699f |
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| Source note | uspto-grants-1977_02 |
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