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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 248970Generated: October 30, 2026

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

https://huagongshe.com/reaction/248970

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantHCID 19762522HCID 19762522—
Reactant2-[4-(2-Aminoethylsulfanylmethyl)-1,3-thiazol-2-yl]guanidineHCID 178512723—
SolventEthylacetate methanolHCID 21584119—
ProductN-[4-[N-[3-(4-fluorophenyl)-3-(2-pyridyl)propyl]-N-methylamino]butyl]-N'-[2-[[(2-guanidino-4-thiazolyl)methyl]thio]ethyl]ureaHCID 178483548—

Reaction Steps

Preparation is effected analogously to Example 63, using 0.95 g (3.5 mmol) of N-[3-(4-fluorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,4-butanediamine, an equimolar amount of 1,1'-carbonyldiimidazole and 0.82 g (3.5 mmol) of 2-[[(2-guanidino-4-thiazolyl)methyl]thio]ethaneamine as starting materials. Working up by chromatography (eluant: ethyl acetate/methanol 9+1) analogously to Example 63 yields the purified title compound in the form of a dry foam; MS (+FAB method): m/z (rel. int.[%])=573 ([M+H]+ 2), 214 (100); IR (KBr): 1632 cm-1 (C=O). For analytical purposes a sample is converted into the O,O'-ditoluoyltartaric acid salt and recrystallised from ether/isopropanol; m.p.: from 120° C. with decomposition.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05212187
Source datasetuspto-grants-1993_05
ORD IDord-35146e8d9526490d80d0db2ba3238578
Source noteuspto-grants-1993_05