HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-10-[3-[4-(2-chloroethyl)piperazin-1-yl]propyl]phenothiazine → (R)-1-(1-methylethylamino)-3-[4-[2-[4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl]ethoxy]phenoxy]-2-propanol, trihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-10-[3-[4-(2-chloroethyl)piperazin-1-yl]propyl]phenothiazine | HCID 5275455 | — |
| Reactant | (R)-1-(4-hydroxyphenoxy)-3-(1-methylethyl)amino-2-propanol | HCID 6328341 | — |
| Product | (R)-1-(1-methylethylamino)-3-[4-[2-[4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl]ethoxy]phenoxy]-2-propanol, trihydrochloride | HCID 13338446 | — |
Reaction Steps
Using the conditions outlined in method A, 11.7 g of 1-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-4-(2-chloroethyl)piperazine was reacted with 7.5 g of (R)-1-(4-hydroxyphenoxy)-3-(1-methylethyl)amino-2-propanol to give, after recrystallization from methanol-ethyl acetate and from methanol-ethanol, the trihydrochloride salt of (S)-1-(1-methylethylamino)-3-[4-[2-[4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl]ethoxy]phenoxy]-2-propanol, trihydrochloride, mp 251.5°-253°; [α]D25 +10.37° (c, 1.0, methanol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04471116 |
| Source dataset | uspto-grants-1984_09 |
| ORD ID | ord-72bd0bb9b8204434ac949e096d2a792a |
| Source note | uspto-grants-1984_09 |