HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → Ethanone, 1-(4-methyl-1,2,3-thiadiazol-5-yl)- (9CI)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | HCID 23003463 | HCID 23003463 | — |
| Reactant | HCID 178418373 | HCID 178418373 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethanone, 1-(4-methyl-1,2,3-thiadiazol-5-yl)- (9CI) | HCID 23003518 | 87% |
Reaction Steps
To a solution of N-methoxy-N-methyl-4-methyl-1,2,3-thiadiazole-5-carboxamide (11.31 g, 60.4 mmol) in THF (100 ml) was added 2M diethyl ether solution of methylmagnesium iodide (45.3 ml, 90.6 mmol) over 0.5 h at 0° C. The mixture was allowed to warm to room temperature and stirred for 3 h. The mixture was quenched with saturated aqueous ammonium chloride (100 ml) and then extracted with diethyl ether (200 ml×2). The extracts were dried (MgSO4) and concentrated to give 7.49 g (87%) of the title compound as a pale brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06608070B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-8c8839183b754a71ad88b973b7d40d88 |
| Source note | uspto-grants-2003_08 |