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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249020Generated: October 26, 2026

1,1'-Carbonyldiimidazole → N-[2-[[5-[(dimethylamino)methyl]furfuryl]thio]ethyl]-N'-[3-[N-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methylamino]propyl]urea

https://huagongshe.com/reaction/249020

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 162203—
ReactantN-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methyl-1,3-propanediamineHCID 19762569—
ProductN-[2-[[5-[(dimethylamino)methyl]furfuryl]thio]ethyl]-N'-[3-[N-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methylamino]propyl]ureaHCID 19762606—

Reaction Steps

Preparation is effected analogously to Example 63, using 0.57 g (1.8 mmol) of N-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methyl-1,3-propanediamine and the equimolar amounts of 1,1'-carbonyldiimidazole and 2-[[5-[(dimethylamino)methyl]furfuryl]thio]ethylamine as starting materials. Working up by chromatography analogously to Example 1 yields the purified title compound in the form of a viscous oil; MS(+FAB method): m/z (rel. int. [%])=557 ([M+H]+, 1), 109 (100); IR (KBr): 1600 cm-1 (C=O). For further analysis, a portion of the compound is converted into the O,O'-ditoluoyltartaric acid salt in an ethanol/ether solvent mixture; m.p.: 102° C. (ethanol/ether).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05212187
Source datasetuspto-grants-1993_05
ORD IDord-1761a1a1e9a74ddcac455f31df20a96f
Source noteuspto-grants-1993_05