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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1710078Generated: November 1, 2026

2-Chlorobenzothiazole → N-(3-(3-(1-Piperidinylmethyl)phenoxy)propyl)-2-benzothiazolamine

https://huagongshe.com/reaction/1710078

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorobenzothiazoleHCID 11987—
Reactant3-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amineHCID 10220561—
SolventDichloromethaneHCID 6344—
ProductN-(3-(3-(1-Piperidinylmethyl)phenoxy)propyl)-2-benzothiazolamineHCID 9176979%

Reaction Steps

3-[3-(Piperidinomethyl)phenoxy]propylamine (7.0 g) and 2-chlorobenzthiazole (5.26 g) were dissolved in dichloromethane to ensure good mixing. The solvent was then evaporated and the residue fused at 130° C. for 16 hours. The cooled reaction mixture was subjected to chromatography on silica (chloroform:methanol 10:1) to give the title compound as an oil (8.5 g). This was treated with maleic acid in isopropanol to give 2-[3-[3-(piperidinomethyl)phenoxy]propylamino]benzthiazole dimaleate, m.p. 113° C. (decomp) (recrystallised from ethylacetate and isopropanol-ethyl acetate).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04952589
Source datasetuspto-grants-1990_08
ORD IDord-d0de9aa0a93041e181f140265d9c5a6d
Source noteuspto-grants-1990_08