HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 19762522 | HCID 19762522 | — |
| Reactant | 2-[4-(2-Aminoethylsulfanylmethyl)-1,3-thiazol-2-yl]guanidine | HCID 178512723 | — |
| Solvent | Ethylacetate methanol | HCID 21584119 | — |
| Product | N-[4-[N-[3-(4-fluorophenyl)-3-(2-pyridyl)propyl]-N-methylamino]butyl]-N'-[2-[[(2-guanidino-4-thiazolyl)methyl]thio]ethyl]urea | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05212187 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-35146e8d9526490d80d0db2ba3238578 |
| Source note | uspto-grants-1993_05 |