HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloride → HCID 22923047, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 4-Methyl-1-phenyl-2(1H)-quinolone | HCID 269183 | — |
| Reactant | HCID 11630674 | HCID 11630674 | — |
| Reactant | HCID 19374211 | HCID 19374211 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22923047 | HCID 22923047 | — |
Reaction Steps
The 1,2-dihydro-4-methyl-1-phenyl-2-quinolone is heated at reflux with 1.3 equivalents of phosphorus oxychloride and 1 equivalent of DMF in toluene for one hour to generate the 2-chloro-4-methyl-1-phenylquinolinium chloride (3). The chloride is then stirred in the corresponding dimethylaminoethanethiol in methylene chloride to produce the corresponding 2-dimethylaminoethylthio-1-phenylquinolinium chloride. This is then reacted with one equivalent each of the 2-(2-anilinovinyl)-3-methyl-benzoxazolium tosylate, triethylamine and acetic anhydride to generate the corresponding trimethine derivative.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05658751 |
| Source dataset | uspto-grants-1997_08 |
| ORD ID | ord-9b092ceeacbb47fbb40b308db8c0a358 |
| Source note | uspto-grants-1997_08 |