HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dimethylimidazolium Iodide → 6,7-Dimethoxyquinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dimethylimidazolium Iodide | HCID 20334 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Bromobenzaldehyde | HCID 76583 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinazoline | HCID 2769364 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6,7-Dimethoxyquinazoline | HCID 3031661 | — |
Reaction Steps
The lead compound 4-(3′-bromobenzoyl)-6,7-dimethoxyquinazoline WHI-P164 was synthesized by reacting 4-chloro-6,7-dimethoxyquinazoline 5 with the commercially available 3-bromobenzaldehyde in the presence of 1,3-dimethylimidazolium iodide and sodium hydride in refluxing dioxane for 4 hours (Scheme 2) (32,33). The remaining 6,7-dimethoxyquinazoline derivatives were synthesized by condensing 4-chloro-6,7-dimethoxyquinazoline 5 with the corresponding substituted anilines as shown in Scheme 3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06355645B2 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-14890fafc978493bb7e02c26e7a55fa8 |
| Source note | uspto-grants-2002_03 |