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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109670Generated: October 25, 2026

Triethylamine → N-Octadecyl-2-(4-amino-3-tert-butyl-5-methylphenylthio)succinimide

https://huagongshe.com/reaction/1109670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-octadecyl-1H-pyrrole-2,5-dioneHCID 87118—
Reactant2-Tert-butyl-4-mercapto-6-methylanilineHCID 15324501—
SolventTolueneHCID 1140—
ProductN-Octadecyl-2-(4-amino-3-tert-butyl-5-methylphenylthio)succinimideHCID 1532451156.4%

Reaction Steps

A stirred solution of 2.8 g (14 mmol) of 2-tert-butyl-4-mercapto-6-methylaniline, 5.0 g (14 mmol) of N-octadecylmaleimide and 0.1 g (1 mmol) of triethylamine in 50 mL of toluene is heated at 50° C. for 18 hours. The solvent is removed in vacuo and the residue is purified by preparative HPLC (silica gel, 4:1, heptane:ethyl acetate eluent) to give 4.3 g (55%) of the title compound as a caramel-colored liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05321067
Source datasetuspto-grants-1994_06
ORD IDord-d1dbe2ed3c4b43b4a331570ee8c496ba
Source noteuspto-grants-1994_06