Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | N,N-Dimethylaniline | HCID 949 | — |
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | HCID 70592298 | HCID 70592298 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70590487 | HCID 70590487 | 146.3% |
Reaction Steps
2,2,2-Trichloroethyl 2-bromomethyl-2-methyl-6-(2-phenylacetamido)-penam-3-carboxylate-1-oxide (1.12 g) was dissolved in dried methylene chloride (10 ml). To this solution were added dimethyl aniline (0.36 g) under cooling at -15°C and then phosphorus pentachloride (0.6 g), and the mixture was stirred for 3 hours. To the solution was added anhydrous methanol (0.7 g) under cooling at -40°C and the solution was stirred for 2 hours and further stirred for 1 hour at -15°C. After the reaction, precipitated crystals were collected by filtration, washed with a small amount of methylene chloride and then dried to give 2,2,2-trichloroethyl 2-bromomethyl-2-methyl-6-aminopenam-3-carboxylate-1-oxide hydrochloride (0.70 g), mp 147° to 154°C (dec.). Infrared Absorption Spectrum (Nujol) 1820, 1800, 1760 cm-1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03954732 |
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| Source dataset | uspto-grants-1976_05 |
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| ORD ID | ord-28218f5f90ff499f94c8092f8275be45 |
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| Source note | uspto-grants-1976_05 |
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