HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Hydroxybenzaldehyde → 2-Chloroquinazolin-4(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Hydroxybenzaldehyde | HCID 101 | — |
| Reactant | 2-Chloropyrimidine | HCID 74404 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Chloroquinazolin-4(3H)-one | HCID 135443232 | 54.8% |
Reaction Conditions
| Temperature | 105 °C |
|---|
Reaction Steps
A mixture of 3-hydroxybenzaldehyde (2.00 g, 16.38 mmol), 2-chloropyrimidine (1.88 g, 16.38 mmol) and iPr2NEt (5.71 mL, 32.75 mmol), under N2 atmosphere was heated at 105° C. for 24 h. The reaction mixture was allowed to cool to room temperature. The crude was subjected to column chromatography (silica gel, 20% EtOAc in hexanes) to furnish 1.62 g of the desired aryl ether (1) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07244738B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-d571463cc058402892e08dad215deb4e |
| Source note | uspto-grants-2007_07 |