HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-chloro-3-methoxy-10-acetyl-10H-phenothiazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-acetoxy-4-chloro-10H-phenothiazine | HCID 13882026 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-chloro-3-methoxy-10-acetyl-10H-phenothiazine | HCID 13882028 | — |
Reaction Steps
To a solution of 4-chloro-3-acetoxy-10H-phenothiazine (see Example 4) in DMF (10 mls) was added methyl iodide (0.34 ml) and sodium hydride (114 mg). The reaction mixture was stirred at ambient temperature for 12 hours. Methanol and water were then added and the resulting mixture extracted with EtOAc. The organic phases were then collected, dried and evaporated. The resulting residue was purified by chromatography on silica gel (HPLC) to give 0.56 g of 4-chloro-3-methoxy-10-acetyl-10H-phenothiazine (m.p. 136° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04845083 |
| Source dataset | uspto-grants-1989_07 |
| ORD ID | ord-8338ac6bd3384ca9b827e7ce62c569d7 |
| Source note | uspto-grants-1989_07 |