HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → N-[3-(7,8-Dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-propyl]-2-(3,4-dimethoxyphenylamino)-ethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Tetrafluoro-m-phenylenediamine dihydrochloride | HCID 149026 | — |
| Reactant | 3-(3-Chloropropyl)-7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one | HCID 13092510 | — |
| Reactant | 2-(3,4-Dimethoxyphenylamino)-ethylamine | HCID 13579664 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[3-(7,8-Dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-propyl]-2-(3,4-dimethoxyphenylamino)-ethylamine | HCID 13579665 | — |
Reaction Steps
Here, 3-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-1-chloropropane (10 g, 0.0336 mol) is heated to 130° C. for 3 hours with 2-(3,4-dimethoxyphenylamino)-ethylamine (13 g, 0.066 mol). After cooling, the reaction mixture is distributed between sodium hydroxide solution and methylene chloride. The organic phase is separated, dried over sodium sulfate and concentrated. The residue is chromatographed on silica gel (eluant: methylene chloride/methanol/conc. ammonia: 90/10/0.25). The product thus obtained is converted into the dihydrochloride in the usual way.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04604389 |
| Source dataset | uspto-grants-1986_08 |
| ORD ID | ord-5ace4c2822404296ac4ec664c4654068 |
| Source note | uspto-grants-1986_08 |