HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → N-[2-[[5-[(dimethylamino)methyl]furfuryl]thio]ethyl]-N'-[2-[N-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methylamino]ethyl]urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine | HCID 162203 | — |
| Reactant | HCID 19762513 | HCID 19762513 | — |
| Product | N-[2-[[5-[(dimethylamino)methyl]furfuryl]thio]ethyl]-N'-[2-[N-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methylamino]ethyl]urea | HCID 19762603 | — |
Reaction Steps
Preparation is effected analogously to Example 63, using 0.56 g (1.8 mmol) of N-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methyl-1,2-ethanediamine 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. [%])=543 ([M+H]+, 14), 109 (100); IR (KBr): 1641 cm-1 (C=O). For further analysis, a portion of the compound is converted into the O,O'-ditoluoyltartaric acid salt and recrystallised from isopropanol/ether; m.p.: 90° C. (isopropanol/ether).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05212187 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-8ed1b42f2ebe464082f2704c3d8f32e7 |
| Source note | uspto-grants-1993_05 |