HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → N-[2-[N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methylamino]ethyl]-N'-[4-[3-(piperidinomethyl)phenoxy]butyl]urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 4-(3-Piperidinomethylphenoxy)butaneamine | HCID 13790612 | — |
| Reactant | N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,2-ethanediamine | HCID 19762518 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-[N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methylamino]ethyl]-N'-[4-[3-(piperidinomethyl)phenoxy]butyl]urea | HCID 19762561 | — |
Reaction Steps
Preparation is effected analogously to Example 63, using 0.8 g (2.6 mmol) of N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,2-ethanediamine, an equimolar amount of 1,1'-carbonyldiimidazole and 0.69 g (2.7 mmol) of 4-[3-(piperidinomethyl)phenoxy]butaneamine as starting materials. Working up by chromatography (eluant: methylene chloride) analogously to Example 63 yields the purified title compound in the form of an oil; MS (+FAB method): m/z (rel. int.[%])=592 ([M+H]+, 2), 230 (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 124° C. with decomposition.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05212187 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-78e34f70dec646ccb93539a69301168e |
| Source note | uspto-grants-1993_05 |