HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Chloro-3-fluoro-propan-2-one → N-(4-(fluoromethyl)thiazol-2-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloro-3-fluoro-propan-2-one | HCID 228396 | — |
| Reactant | Acetylthiourea | HCID 2723593 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-(4-(fluoromethyl)thiazol-2-yl)acetamide | HCID 59293708 | 8% |
Reaction Steps
A mixture of 1-chloro-3-fluoro-propan-2-one (Step 38.3) (1.14 g, 10.3 mmol) and N-acetyl-2-thiourea (1.22 g, 10.3 mmol) in EtOH (10 mL) is stirred for 1.5 h at reflux, allowed to cool and concentrated. The residue is dissolved in DCM/H2O and extracted with DCM. The organic phase is dried (Na2SO4), filtered and concentrated. The residue is purified by silica gel column chromatography (Hex/EtOAc, 1:1) to afford 0.143 g of the title compound: ESI-MS: 173.1 [M−H]−; tR=1.98 min (System 1); TLC: Rf=0.21 (Hex/EtOAc, 1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476268B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-ea5528d5730043618f9ddc984d6bad1b |
| Source note | uspto-grants-2013_07 |