HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → (S)-1-(1-methylethylamino)-3-[4-[2-[4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl]ethoxy]phenoxy]-2-propanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Prenalterol | HCID 42396 | — |
| Reactant | Tetrafluoro-m-phenylenediamine dihydrochloride | HCID 149026 | — |
| Reactant | 2-Chloro-10-[3-[4-(2-chloroethyl)piperazin-1-yl]propyl]phenothiazine | HCID 5275455 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | (S)-1-(1-methylethylamino)-3-[4-[2-[4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl]ethoxy]phenoxy]-2-propanol | HCID 13338445 | 87.4% |
Reaction Steps
To a mixture of the dihydrochloride salt of 1-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-4-(2-chloroethyl)piperazine (12.4 g) and (S)-1-(4-hydroxyphenoxy)-3-(1-methylethyl)amino-2-propanol (6.2 g) in 100 ml dimethylsulfoxide was added 15.25 ml of 5N sodium hydroxide solution and the mixture was stirred under argon for 2 hours at 50°. The reaction was worked up as in method A to give 14.7 g of the crude (S)-1-(1-methylethylamino)-3-[4-[2-[4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl]ethoxy]phenoxy]-2-propanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04471116 |
| Source dataset | uspto-grants-1984_09 |
| ORD ID | ord-7abf18dd720545189a4c00898dc0d5c4 |
| Source note | uspto-grants-1984_09 |