Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085650Generated: October 31, 2026

Triethylamine → 2-Chloro-5-[[2-[[2-(methylthio)ethyl]amino]ethyl]amino]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide

https://huagongshe.com/reaction/2085650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(2-(Methylthio)ethyl)amineHCID 87697—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Chloro-5-(2-chloroethyl)amino-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)benzamideHCID 11417653—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-5-[[2-[[2-(methylthio)ethyl]amino]ethyl]amino]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamideHCID 1011387756.4%

Reaction Steps

2-Chloro-5-[(2-chloroethyl)amino]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (0.200 g, Example 29c), 2-(methylthio)ethylamine (0.478 g), triethylamine (0.7 ml) and tetrahydrofuran (4 ml) were heated together in a sealed tube at 80° C. for 24 h. The mixture was cooled, poured into saturated aqueous sodium hydrogencarbonate solution and extracted into ethyl acetate. The combined extracts were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude material was purified on silica gel (eluant 19:1/dichloromethane:methanol) to afford the title compound as a gum (0.129 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720452B2
Source datasetuspto-grants-2004_04
ORD IDord-776d93c5581f422786800515dcdad91e
Source noteuspto-grants-2004_04