HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylacetamide → 7-Fluoroquinazolin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 2,4-Difluorobenzaldehyde | HCID 73770 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Carbonic acid-guanidine (1:1) | HCID 286947 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | 7-Fluoroquinazolin-2-amine | HCID 10487210 | 19.4% |
Reaction Steps
2,4-difluorobenzaldehyde (4.26 g, 30 mmol), guanidine carbonate (5.40 g, 30 mmol), N,N-diisopropylethylamine (3.87 g, 30 mmol), and N,N-dimethylacetamide (25 mL) are heated at 160 degrees Celsius overnight. The crude product is taken up in ethyl acetate/water. The organic layer is dried over magnesium sulfate, then concentrated and subjected to chromatography, affording the desired 7-fluoroquinazolin-2-amine (0.95 g, 19%). LC/MS m/z=164 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678803B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-0bc23107343343ddbb7257595d372df5 |
| Source note | uspto-grants-2010_03 |