Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 364073Generated: October 29, 2026

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

https://huagongshe.com/reaction/364073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantTetrafluoro-m-phenylenediamine dihydrochlorideHCID 149026—
Reactant3-(3-Chloropropyl)-7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-oneHCID 13092510—
Reactant2-(3,4-Dimethoxyphenylamino)-ethylamineHCID 13579664—
SolventDichloromethaneHCID 6344—
ProductN-[3-(7,8-Dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-propyl]-2-(3,4-dimethoxyphenylamino)-ethylamineHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04604389
Source datasetuspto-grants-1986_08
ORD IDord-5ace4c2822404296ac4ec664c4654068
Source noteuspto-grants-1986_08