HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → HCID 178524399, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Acetamide, 2-(trimethylsilyl)- | HCID 357676 | — |
| Reactant | HCID 12851091 | HCID 12851091 | — |
| Reactant | HCID 54035027 | HCID 54035027 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178524399 | HCID 178524399 | 90.8% |
Reaction Steps
A solution of 2-[2-(2,2,2-trifluoroacetamido)thiazol-4-yl]-2-cyclopentyloxyiminoacetic acid (syn isomer, 1.6 g.), dry N,N-dimethylformamide (0.4 g.), phosphoryl chloride (0.8 g.), dry ethyl acetate (1.6 ml.) and tetrahydrofuran (20 ml.), and a solution of 7-amino-3-[1-(2-hydroxyethyl)-1H-tetrazol-5-yl-thiomethyl]-3-cephem-4-carboxylic acid (1.5 g.), trimethylsilylacetamide (3.8 g.) and dry ethyl acetate (30 ml.) were treated in a similar manner to that of Example 1-(1) to give 7-[2-[2-(2,2,2-trifluoroacetamido)thiazol-4-yl]-2-cyclopentyloxyiminoacetamido]-3-[1-(2-hydroxyethyl)-1H-tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid (syn isomer, 2.63 g.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04366153 |
| Source dataset | uspto-grants-1982_12 |
| ORD ID | ord-fdd5361cb43d44ffa402355a37fc8c67 |
| Source note | uspto-grants-1982_12 |