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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 248973Generated: October 29, 2026

1,1'-Carbonyldiimidazole → N-[2-[[(2-guanidino-4-thiazolyl)methyl]thio]ethyl]-N'-[3-[N-[3-phenyl-3-(2-pyridyl)propyl]-N-methylamino]propyl]urea

https://huagongshe.com/reaction/248973

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantHCID 19762511HCID 19762511—
Reactant2-[4-(2-Aminoethylsulfanylmethyl)-1,3-thiazol-2-yl]guanidineHCID 178512723—
SolventEthylacetate methanolHCID 21584119—
ProductN-[2-[[(2-guanidino-4-thiazolyl)methyl]thio]ethyl]-N'-[3-[N-[3-phenyl-3-(2-pyridyl)propyl]-N-methylamino]propyl]ureaHCID 178483843—

Reaction Steps

Preparation is effected analogously to Example 63, using 0.85 g (3 mmol) of N-methyl-N-[3-phenyl-3-(2-pyridyl)propyl]-1,3-propanediamine, an equimolar amount of 1,1'-carbonyldiimidazole and 0.75 g (3.2 mmol) of 2-[[(2-guanidino-4-thiazolyl)methyl]thio]ethaneamine as starting materials. Working up by chromatography (eluant: chloroform/methanol 9+1) analogously to Example 63 yields the purified title compound in the form of an oil; MS (+FAB method): m/z (rel. int. [%])=541 ([M+H]+, 2), 196 (100); IR (KBr): 1650 cm-1 (C=O). For analytical purposes a sample is converted into the maleic acid salt and recrystallised from ether/ethanol; m.p.: 95°-98° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05212187
Source datasetuspto-grants-1993_05
ORD IDord-aa5c5d116bd04ad6a6034ba5c4a066a4
Source noteuspto-grants-1993_05