HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 18128676, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Adamantanecarbonyl chloride | HCID 98915 | — |
| Reactant | 4,5-Dimethyl-1,3-thiazol-2-amine--hydrogen chloride (1/1) | HCID 16211387 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18128676 | HCID 18128676 | 74% |
Reaction Steps
To a solution of 4,5-dimethyl-thiazol-2-ylamine hydrochloride (1.65 g, 10.0 mmol) in THF (100 mL) was added triethylamine (4.2 mL, 30 mmol) and adamantane-1-carbonyl chloride (2.2 g, 11 mmol). The mixture was heated at reflux overnight and then concentrated under reduced pressure. The residue was diluted with ethyl acetate, washed with 1M NaHCO3, dried (Na2SO4), filtered and concentrated. Purification by column chromatography (SiO2, 10% ethyl acetate:90% hexanes) afforded 2.15 g (74%) of the title compound. MS (ESI+) m/z 291 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07875639B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-90a7f49f5b0d411aa5ee9b4e4386fc1a |
| Source note | uspto-grants-2011_01 |