HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropylamine → (1Z)-1-[5-methyl-3-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-ylidene]-3-propan-2-ylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (NZ)-3-methyl-N-[5-methyl-3-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-ylidene]imidazol-3-ium-1-carboxamide;iodide | HCID 87447393 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (1Z)-1-[5-methyl-3-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-ylidene]-3-propan-2-ylurea | HCID 87448515 | — |
Reaction Steps
In a 20 mL vial a solution of 3-methyl-1-({[(2Z)-5-methyl-3-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2(3H)-ylidene]amino}carbonyl)-1H-imidazol-3-ium iodide (45 mg, 0.1 mmol, Example 18B) dissolved in acetonitrile (0.6 mL) was added followed by the addition of diisopropylethylamine (22 μL, 0.13 mmol) dissolved in acetonitrile (0.6 mL). Then to the solution was added propan-2-amine (6 mg, 0.11 mmol) dissolved in acetonitrile (0.5 mL). The vial was capped and shaken overnight at room temperature. The reaction was concentrated to dryness. The residue was purified by reverse phase HPLC (C18, gradient 10-95% acetonitrile/water/0.1% trifluoroacetic acid) to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383657B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-32d152be99a0473bbf8395b9fd012430 |
| Source note | uspto-grants-2013_02 |