HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-Chloro-2-[(3-phenyl)phenyl]-7-methoxyquinazolin-6-yl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-[(3-Phenyl)phenyl]-7-methoxy-4-oxo-3,4-dihydroquinazolin-6-yl acetate | HCID 136203248 | — |
| Product | 4-Chloro-2-[(3-phenyl)phenyl]-7-methoxyquinazolin-6-yl acetate | HCID 59361855 | — |
Reaction Steps
To a mixture of 2-[(3-phenyl)phenyl]-7-methoxy-4-oxo-3,4-dihydroquinazolin-6-yl acetate (3.6 g, 9.32 mmole) in SOCl2 (40 mL) was added DMF (1 mL) and the reaction was stirred at reflux for 16 h. The mixture was cooled to RT and then the volatiles were removed in vacuo. The crude product was dissolved in CHCl3 (300 mL) and washed with saturated NaHCO3 solution (3×150 mL), water (2×150 mL) and brine (1×150 mL) and dried with Na2SO4. The solution was concentrated in vacuo to yield 4-chloro-2-[(3-phenyl)phenyl]-7-methoxyquinazolin-6-yl acetate (4.0 g, 9.88 mmole). HPLC retention time 11.12 mins. (5-95-13 method).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09440961B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-b1d86378e51b4fa9ad6b7a71fcadeff5 |
| Source note | uspto-grants-2016_09 |