HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → 1,1-Dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 2-Amino-1,3-thiazole-5-carbaldehyde | HCID 2737798 | — |
| Reactant | HCID 178461296 | HCID 178461296 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1,1-Dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea | HCID 57883471 | 34.3% |
Reaction Steps
2-Amino-5-formylthiazole (2.56 g, 20.0 mmol), carbonyldiimidazole (3.25 g, 20.0 mmol) and a catalytic amount of DMAP were heated together in 60 mL THF at 50° C. for 3 h. To this solution was added cycloheptyl-(trans-4-methylcyclohexyl)amine (4.18 g, 20.0 mmol) and the reaction mixture was stirred for an additional 6 h at room temperature. The reaction mixture was concentrated and the crude product was purified by flash chromatography (silica, CH2Cl2-EtOAc, 4:1) to obtain 1,1-dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea (2.3 g, 31% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07872139B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-0543eb7c404442a9b0b7c5acff54978d |
| Source note | uspto-grants-2011_01 |