Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromhydrol | HCID 166749 | — |
| Reactant | HCID 70528480 | HCID 70528480 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 12834044 | HCID 12834044 | 80% |
Reaction Steps
A solution of 2,2,2-trichloroethyl 2-methyl-2,3-methylene-6-{2-(1,2,5-thiadiazol-3-yl)acetamido}-penam-3-carboxylate (16.5 g.) in dried dichloromethane (100 ml.) was gradually dropwise added to a solution of aluminum bromide (17.5 g.) in dichloromethane (100 ml.) at below -10° C. Then, the mixture was stirred for 2 hours at below 0° C. and stirred for further 2 hours at room temperature. After the reaction, the reaction mixture was washed in turn with 2% hydrochloric acid (100 ml.) twice, a saturated sodium bicarbonate aqueous solution and a saturated sodium chloride aqueous solution and then dried over magnesium sulfate. After drying, the solvent was distilled off to give powdery 2,2,2-trichloroethyl 2-methyl-7-{2-(1,2,5-thiadiazol-3-yl)acetamido}-3-cephem-4-carboxylate (13.2 g.), mp 180° to 185° C. (dec.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04113940 |
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| Source dataset | uspto-grants-1978_09 |
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| ORD ID | ord-9c9d465243e342a4920bb3a6d4f74dee |
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| Source note | uspto-grants-1978_09 |
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