HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 7-[2-(2-Aminothiazol-4-yl)-2-(2-azidoethoxyimino)acetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 7-[2-(2-Formamidothiazol-4-yl)-2-(2-azidoethoxyimino)acetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid | HCID 131715286 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 7-[2-(2-Aminothiazol-4-yl)-2-(2-azidoethoxyimino)acetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid hydrochloride | HCID 131715287 | 87.6% |
Reaction Steps
A mixture of 7-[2-(2-formamidothiazol-4-yl)-2-(2-azidoethoxyimino)acetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer, 0.9 g.), conc. hydrochloric acid (0.2 g.), methanol (10 ml.) and tetrahydrofuran (4 ml.) was stirred at room temperature for 5 hours. After concentrating the resultant solution in vacuo, the residue was pulverized with a mixture of disopropyl ether and ethyl acetate (30 ml. 5:1 v/v). The precipitates were collected by filtration, washed with diisopropyl ether and dried to give 7-[2-(2-aminothiazol-4-yl)-2-(2-azidoethoxyimino)acetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid hydrochloride (syn isomer, 0.8 g.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04698337 |
| Source dataset | uspto-grants-1987_10 |
| ORD ID | ord-a597e81a13e5476091497cf2d6fda03d |
| Source note | uspto-grants-1987_10 |