HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 7-[2-(2-Aminothiazol-4-yl)-2-(2-hydroxyethoxyimino)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 | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 7-[2-(2-Formamidothiazol-4-yl)-2-(2-formyloxyethoxyimino)acetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid | HCID 131715283 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 7-[2-(2-Aminothiazol-4-yl)-2-(2-hydroxyethoxyimino)acetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid hydrochloride | HCID 131715284 | 23.7% |
Reaction Steps
A mixture of 7-[2-(2-formamidothiazol-4-yl)-2-(2-formyloxyethoxyimino)acetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer, 3.1 g.), conc. hydrochloric acid (1.35 g.), tetrahydrofuran (23.0 ml.), and methanol (23.0 ml.) was stirred at room temperature for 6.5 hours. After concentrating the resultant solution in vacuo, methanol (50 ml.) was added to the residue. After concentrating the solution to a half volume of the initial, the precipitates were collected by filtration, washed with diethyl ether and dried to give 7-[2-(2-aminothiazol-4-yl)-2-(2-hydroxyethoxyimino)acetamido]-3-(1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid hydrochloride (syn isomer, 0.71 g.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04698337 |
| Source dataset | uspto-grants-1987_10 |
| ORD ID | ord-df0c34c251f24056bf7a5d122b5b979c |
| Source note | uspto-grants-1987_10 |