HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N'-Dimethylethylenediamine → 1-Methyl-3-(1-methyl-1h-pyrazol-3-yl)-2-imidazolidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 1-Methylimidazolidin-2-one | HCID 567600 | — |
| Reactant | 3-Iodo-1-methyl-1H-pyrazole | HCID 13334057 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Cyclopentyl methyl ether | HCID 138539 | — |
| Product | 1-Methyl-3-(1-methyl-1h-pyrazol-3-yl)-2-imidazolidinone | HCID 118061369 | 74.5% |
Reaction Steps
A solution of 3-iodo-1-methyl-1H-pyrazole (250 mg), 1-methylimidazolidin-2-one (120 mg), copper(I) iodide (46 mg), N1,N2-dimethylethane-1,2-diamine (0.052 mL) and tripotassium phosphate (510 mg) in cyclopentyl methyl ether (5 mL) was stirred overnight at 120° C. The reaction mixture was diluted with ethyl acetate, and the mixture was washed successively with saturated aqueous ammonium chloride solution, water and saturated brine. The extract was dried over anhydrous magnesium sulfate, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (161 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321757B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-42e3fc4414c2449da3e3d6902beb9e6c |
| Source note | uspto-grants-2016_04 |