HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 19762511 | HCID 19762511 | — |
| Reactant | 2-[4-(2-Aminoethylsulfanylmethyl)-1,3-thiazol-2-yl]guanidine | HCID 178512723 | — |
| Solvent | Ethylacetate methanol | HCID 21584119 | — |
| Product | N-[2-[[(2-guanidino-4-thiazolyl)methyl]thio]ethyl]-N'-[3-[N-[3-phenyl-3-(2-pyridyl)propyl]-N-methylamino]propyl]urea | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05212187 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-aa5c5d116bd04ad6a6034ba5c4a066a4 |
| Source note | uspto-grants-1993_05 |