HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminophenol → 4-(Aminophenoxy)quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminophenol | HCID 5801 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloroquinoline | HCID 69140 | — |
| Reactant | 4-(Aminophenoxy)quinoline | HCID 21890324 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4-(Aminophenoxy)quinazoline | HCID 22637147 | — |
Reaction Steps
Alternatively, the 4-(aminophenoxy)quinoline derivative can be produced by reacting an aminophenol derivative with the 4-chloroquinoline derivative in a suitable solvent, for example, dimethyl sulfoxide, in the presence of a base, for example, sodium hydride. Alternatively, the 4-(aminophenoxy)quinazoline derivative can also be produced by dissolving an aminophenol derivative in an aqueous sodium hydroxide solution and subjecting the solution to a two-phase reaction with a solution of the 4-chloroquinazoline derivative in a suitable organic solvent, for example, ethyl methyl ketone, in the presence of a phase transfer catalyst, for example, tetra-n-butylammonium chloride, or in the absence of a catalyst (Scheme 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206130B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-14a81141ea904ce4a5132d609f55a4e6 |
| Source note | uspto-grants-2015_12 |