Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | 7-Aminocephalosporanic acid | HCID 441328 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 131710691 | HCID 131710691 | — |
Reaction Steps
3-Acetoxymethyl-7β-formamidoceph-2-em-4α-carboxylic acid (1.5 g, 0.5 mmol) was dissolved in dioxan (12 ml) containing 50% conc. hydrochloric acid (1.7 ml.) at room temperature. After 2 hr. the excess solvent was removed by freeze-drying to give solid hydrochloride (1.5 g., 100%). Adjustment of the pH to the isoelectric point with a dilute ammonia solution failed to give a precipitate of the zwitterion. The infrared and n.m.r. results on the freeze-dried solution were consistant with the structure of the compound named in the title. Paper electrophoresis was carried out on Whatman No. 1 paper at pH 1.9 [98% formic acid (16.7 ml), glacial acetic acid (84 ml.), acetone (105 ml) and water (495 ml)] at a potential drop of 125 volts/cm for 20 min. The mobility obtained was 5 cm as compared with 3-acetoxymethyl-7β-aminoceph-3-em-4-carboxylic acid which has a mobility of 3.5 cm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04013645 |
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| Source dataset | uspto-grants-1977_03 |
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| ORD ID | ord-d79e12ac316141a593f95157eb70564d |
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| Source note | uspto-grants-1977_03 |
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