HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 7-[2-(2-Aminothiazol-4-yl)-2-(2-hydroxyethoxyimino)acetamido]-3-methyl-3-cephem-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 7-[2-(2-Formamidothiazol-4-yl)-2-(2-formyloxyethoxyimino)acetamido]-3-methyl-3-cephem-4-carboxylic acid | HCID 131715295 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 7-[2-(2-Aminothiazol-4-yl)-2-(2-hydroxyethoxyimino)acetamido]-3-methyl-3-cephem-4-carboxylic acid | HCID 131715296 | 45.2% |
Reaction Steps
A mixture of 7-[2-(2-formamidothiazol-4-yl)-2-(2-formyloxyethoxyimino)acetamido]-3-methyl-3-cephem-4-carboxylic acid (syn isomer, 2.0 g.), conc. hydrochloric acid (1.35 g.), methanol (20 ml.) and tetrahydrofuran (20 ml.) was stirred at room temperature for 6 hours. After evaporating the reaction mixture in vacuo, the residue was subjected to column chromatography on non-ionic adsoption resin "Diaion HP-20" (trademark, manufactured by Mitsubishi Chemical Industries Ltd.) and eluted with 20% isopropyl alcohol. The eluate was concentrated in vacuo to give 7-[2-(2-aminothiazol-4-yl)-2-(2-hydroxyethoxyimino)acetamido]-3-methyl-3-cephem-4-carboxylic acid (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-779f129e7f8c4a0196673c026d7ff085 |
| Source note | uspto-grants-1987_10 |