HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 2-Thiazolamine, N-[4-chloro-3-(2-furanylmethoxy)phenyl]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-(Bromomethyl)furan | HCID 4603765 | — |
| Reactant | 2-Chloro-5-(thiazol-2-ylamino)phenol | HCID 86096006 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 2-Thiazolamine, N-[4-chloro-3-(2-furanylmethoxy)phenyl]- | HCID 15956098 | 32% |
Reaction Steps
Following the general procedure for O-alkylation, Method B, a mixture of 2-chloro-5-(thiazol-2-ylamino)phenol (100 mg, 0.44 mmol) and Cs2CO3 (152, 0.44 mmol) in acetone (4.4 mL) was treated with a freshly prepeared solution of 2-furylbromomethane in ether (0.75 mL, 0.44 mmol) at room temperature. Reaction control by TLC showed full conversion after 2 hrs. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 3/1) in 32% yield (43 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018209B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-de1b3f879f704c5695a08ab21c87e3cb |
| Source note | uspto-grants-2015_04 |