HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → 1-((5-tert-butyl-2-iminothiazol-3(2H)-yl)methyl)cyclobutanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | 3,3-Dimethylbutanal | HCID 76335 | — |
| Reactant | Potassium thiocyanate | HCID 516872 | — |
| Reactant | 1-(Aminomethyl)cyclobutan-1-ol | HCID 28260009 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-((5-tert-butyl-2-iminothiazol-3(2H)-yl)methyl)cyclobutanol | HCID 66852014 | 32.4% |
Reaction Steps
A mixture of 1-(aminomethyl)cyclobutanol (prepared from cyclobutanone as described in WO 2006/100208) (7.2 g, 71 mmol), 3,3-dimethylbutanal (9.8 mL, 78 mmol), 4 Å molecular sieves (10 g, 8-12 mesh beads), potassium thiocyanate (9.2 g, 95 mmol) and iodine (18 g, 71 mmol) in acetonitrile (100 mL) were processed as described in Example 18A to provide the title compound (5.5 g, 23 mmol, 32% yield). MS (DCI/NH3) m/z 241 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865753B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-d2c89b3077414c43baf6491be7a69c3d |
| Source note | uspto-grants-2014_10 |