HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(5-Acetyl-4-methylthiazol-2-yl)imidazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloroethyl isocyanate | HCID 16035 | — |
| Reactant | 5-Acetyl-2-amino-4-methylthiazole | HCID 720882 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(5-Acetyl-4-methylthiazol-2-yl)imidazolidin-2-one | HCID 57919738 | 99% |
Reaction Steps
To a solution of 5-acetyl-2-amino-4-methylthiazole (5.50 g, 35.20 mmol) in tetrahydrofuran (200 mL) was added triethylamine (15.0 mL, 107.6 mmol) and 2-chloroethyl isocyanate (3.90 mL, 45.70 mmol). The reaction mixture was stirred at ambient temperature for 18 hours, and then heated to reflux for 27 hours. The solvent was removed in vacuo, and the residue was washed with water (200 mL) and ethyl acetate/hexanes (1/1, 50 mL) to afford the title compound in 99% yield (7.9 g): MS (ES+) m/z 226.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063084B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-25f9746b1bc44c27ad68cc49a55ca458 |
| Source note | uspto-grants-2011_11 |