HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-methyl-2-pyrrolidone → 2-Chloro-6-methoxy-4-methylquinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2,4-Dichloro-6-methoxyquinazoline | HCID 9991397 | — |
| Reactant | HCID 178418332 | HCID 178418332 | — |
| Catalyst | Ferric acetylacetonate | HCID 5483663 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Chloro-6-methoxy-4-methylquinazoline | HCID 57970184 | — |
Reaction Steps
To a mixed solution of 2,4-dichloro-6-methoxyquinazoline (CAS.105763-77-7) (0.15 g), iron(III) acetyl acetonate (0.023 g), N-methyl-2-pyrrolidinone (0.4 mL), and THF (8 mL) was added a solution (0.22 mL) of 3 M methyl magnesium chloride in THF at room temperature, and the mixture was stirred for 12 h. The reaction mixture was added dropwise to a mixture of ice (30 g) and ammonium chloride (0.3 g), and then the aqueous layer was extracted with chloroform. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (silica gel, chloroform) and crystallized with diisopropyl ether to obtain 2-chloro-6-methoxy-4-methylquinazoline (0.08 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044068B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-c3823bd771b54c7b9bdaaff9c8c25b50 |
| Source note | uspto-grants-2011_10 |