HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 7-(Benzyloxy)-4-chloro-6-methoxyquinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 7-Benzyloxy-6-methoxy-3H-quinazolin-4-one | HCID 135404718 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Product | 7-(Benzyloxy)-4-chloro-6-methoxyquinazoline | HCID 10661998 | — |
Reaction Steps
A mixture of 7-benzyloxy-6-methoxy-4-quinazolinone (1 g, 3.5 mmol, from Step D), thionyl chloride (5 mL) and DMF (5 drops) was heated at reflux for 4 h. After cooling excess thionyl chloride was removed by evaporation and the residue azeotroped with toluene to afford the intermediate, 4-chloro-6-methoxy-7-benzyloxyquinazoline, as a yellow solid (652 mg, 62%). MS (ES) 301 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324205B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-9a1eb45a5df2460788b4b637fcafa540 |
| Source note | uspto-grants-2012_12 |