HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-Tert-butyl-3-(cyclobutylmethyl)thiazol-2(3h)-imine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 5-tert-Butyl-1,3-thiazol-2-amine | HCID 676485 | — |
| Reactant | (Bromomethyl)cyclobutane | HCID 2734658 | — |
| Product | Ammonium Hydroxide | HCID 14923 | — |
| Product | 5-Tert-butyl-3-(cyclobutylmethyl)thiazol-2(3h)-imine | HCID 66851503 | 80% |
Reaction Steps
A mixture of Example 74A (1.56 g, 10 mmol) and (bromomethyl)cyclobutane (1.1 mL, 10 mmol) was warmed to 85° C. and was allowed to stir for 18 h. The mixture was cooled to ambient temperature and the crude material was purified via column chromatography (SiO2, 10% MeOH in EtOAc then 9:1:0.1 CH2Cl2: MeOH:NH4OH) to provide the title compound (1.8 g, 80% yield). MS, DCI, m/z 225 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07875640B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-9058f69e45354b43a0bcb006e1d13a07 |
| Source note | uspto-grants-2011_01 |