Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzenesulfinic acid, sodium salt | HCID 2723840 | — |
| Reactant | HCID 20141911 | HCID 20141911 | — |
| Reactant | HCID 54314629 | HCID 54314629 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 13530978 | HCID 13530978 | 94% |
Reaction Steps
A 1.23 g quantity of p-bromophenacyl 2-[3-phenoxyacetamido-4-(6-methylbenzothiazol-2-yldithio)-2-azetidinon-1-yl]-3-methyl-3-butenoate and 572 mg of 6-methylbenzothiazol-2-yl benzenethiosulfonate were dissolved in 10 ml of acetone. To the solution were added 2 ml of water and then 3 mg of sodium benzenesulfinate. The mixture was stirred at room temperature for 5 hours. The precipitated 6-methylbenzothiazol-2-yl disulfide crystals were filtered and the filtrate was concentrated under reduced pressure. The residue was treated in the same manner as in Example 1, giving p-bromophenacyl 2-(3-phenoxyacetamido-4-benzenesulfonylthio-2-azetidinon-1-yl)-3-methyl-3-butenoate in a yield of 94%. The NMR spectrum data of the compound thus obtained were identical with those of the desired compound. Table 2 below shows the data thereof.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04740596 |
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| Source dataset | uspto-grants-1988_04 |
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| ORD ID | ord-d11e6608d3874ddbbf0ac5d1a1e82e78 |
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| Source note | uspto-grants-1988_04 |
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